From: "Paul Heelis" Subject: New chemistry jobs vacancy site To

Date: Thu, 22 Jun 2000 17:41:14 +0200

From: Luis Fernando Garcia Alles

Subject: ORGLIST: Perkow reaction
Hi everybody

I am trying to synthesize a phosphofluoridate compound and I am

having problems. Maybe somebody out there has more experience than me in

phosphorus chemistry and might give me some clues:

My question is the following: I am would like to do a Perkow

Reaction between the phosphorus compound (RO)2P-F and Br-CH2-C(-R')=3DO.

Do you think that the fluorophosphite will be nucleophilic enough to react in this

way to give CH2=3DC(-R')-0-P(=3DO)(F)OR??

Do you forsee that it might react in any other way, for instance like

chlorophosphites do, to give Br-CH=3DC(R')-OP(OR)2??

Thank you very much for any help or advice.

Ciaooo

=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=

=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D

Luis Fernando Garc=EDa Alles, Ph.D.

Departement f=FCr Chemie und Biochemie

Universit=E4t Bern

Freiestrasse 3

CH-3012 Bern, Schweiz

Tel. ++41 (0)31/631 37 92

Fax ++41 (0)31/631 33 83=09

E-mail :[e-mail]

=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=

=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D=3D

__________________
Date: Thu, 22 Jun 2000 11:11:31 -0700

From: "Chapman, Robert D"

Subject: RE: ORGLIST: Names of elements from At.No. 106 on wards
For names:

http://iupac.chemsoc.org/news/archives/1997/august97.html

http://metalab.unc.edu/iupac/reports/1997/6912transfermium/index.html

http://pearl1.lanl.gov/periodic/naming.html

For number:

http://www.chemicalelements.com/

http://enews.lbl.gov/Science-Articles/Archive/elements-116-118.html
Robert D. Chapman, Ph.D.

Chemistry & Materials Division (Code 4T4200D)

Naval Air Warfare Center

China Lake, CA 93555 USA

__________________
Date: Thu, 22 Jun 2000 11:28:26 -0700

From: "Chapman, Robert D"

Subject: RE: ORGLIST: Request for 826-35-7
Here's a distributor (Fisher UK):

http://www.sourcerer.co.uk/asp/ChemicalDetails.asp?txtChemID=008009502

so do any branches of Fisher have it in stock?

The likely answer:

http://www.catalogue.fisher.co.uk/Scripts/Search.dll?Template&Id=62986306&Ca

tNo=&Keyword=Dimethyl%20trans-1,2-cyclo&Brand=&Manufacturer=&Item=0&Sort=0&R

ange=1&Withdrawn=0

(that's one URL all on one line) says 13 x 5 g in stock.

Robert D. Chapman, Ph.D.

Chemistry & Materials Division (Code 4T4200D)

Naval Air Warfare Center

China Lake, CA 93555 USA

__________________
Date: Thu, 22 Jun 2000 15:43:05 -0400

From: [e-mail]

Subject: Re: ORGLIST: Names of elements from At.No. 106 on wards
there is a short summary of ACS and IUPAC names for atomic# 104-109 prior to

1994 and 1997 IUPAC in C&EN (1997) mar 17, page 10.

hart macpherson

health canada

ottawa

__________________

Date: Thu, 22 Jun 2000 14:19:48 -0700

From: "Chapman, Robert D"

Subject: RE: ORGLIST: Request for 826-35-7
Oh, OK. Fisher is the official distributor of Acros products. B-)

Now I've called the U.S. order line in my Acros catalog, who tell me there

are 3 x 5 g in stock in New Jersey. They couldn't tell me about UK stock,

but now I believe the UK Web site.

Fisher U.S. phone number for overseas orders:

[phone]

FAX [phone]
Robert D. Chapman, Ph.D.

Chemistry & Materials Division (Code 4T4200D)

Naval Air Warfare Center

China Lake, CA 93555 USA

__________________
Date: Fri, 23 Jun 2000 12:01:21 +0200

From: "Yantao Chen"

Subject: ORGLIST: hydrolysis on solid phase
Dear Colleagues:
Can anybody give some references about the ester hydrolysis in the solid =

phase synthesis? Thank you.

Yantao Chen
__________________
Date: Fri, 23 Jun 2000 06:47:53 -0700 (PDT)

From: Erik-Jan Ras

Subject: ORGLIST: isolation of cyclic acetals
I am looking for a method to isolate cylic acetals,

synthesised via a polymerisation-depolymerisation

process, from the reaction mixture (last step acid

catalysed). I have tried distillation under reduced

pressure in various ways and also SPE, all methods,

untill now, lead to degradation of the desired

product, 8- or 9-membered rings with alkyl

substituents containing 3 to 4 oxygen-atoms in the

ring, due to thermal instability.
I would be happy with any advise or reference
With regards,
EJ Ras

email: [e-mail]

=====

Erik-Jan Ras

Venuslaan 8

2957 HP Nieuw-Lekkerland

tel. [phone]

__________________

Date: Fri, 23 Jun 2000 15:57:18 -0500

From: Rita Majerle

Subject: ORGLIST: Benzylchloroformate distillation
Dear friends,
I am trying to distil some older benzylchloroformate (cbz-cl) to use

in a protection. The contaminants are benyl alcohol and water. I

have tried distilling it once under vacuum (0.4mm, it is suppose to

decompose over 105) carefully cutting fractions but most of my major

component is still contaminated.
Should I distill it from something or dry it over sieves or?
Thank you for your help.

Rita S. Majerle

Associate Professor

Dept of Chemistry and Biochemistry

South Dakota State University

Brookings, SD 57007

Voice: [phone]

FAX: [phone]

__________________
Date: Sat, 24 Jun 2000 11:24:24 -0400

From: "Dr. Guillermo A. Morales"

Subject: RE: ORGLIST: hydrolysis on solid phase
Dear Yantao,
Here you have some references:
1) Berteina, S., S. Wendeborn, et al. (1998). "Radical and

Palladium-Mediated Cyclizations of Ortho-Iodo Benzyl Enamines: Application

to Solid Phase Synthesis." Synlett: 1231-1233.
2) Bilodeau, M. T. and A. M. Cunningham (1998). "Solid-Supported Synthesis

of Imidazoles: A Strategy for Direct Resin-Attachment to the Imidazole

Core." J. Org. Chem. 63: 2800-2801.
3) Chen, S. and K. D. Janda (1998). "Total Synthesis of Naturally Ocurring

Prostaglandin F2a on a Non-Cross-Linked Polystyrene Support." Tetrahedron

Letters 39: 3943-3946.
4) Dhanoa, D. S., R. M. Soll, et al. (1998). "Serine Proteases-Directed

Small Molecule Probe Libraries." Med. Chem. Res. 8: 187-205.

5) Furl=E1n, R. L. E., E. G. Mata, et al. (1998). "Selective Detachment of

Boc-Protected Amino Acids and Peptides from Merrifield, PAM and Wang Resins

by Trimethyltin Hydroxide." Tetrahedron 54: 13023-13034.
6) Gennari, C., S. Ceccarelli, et al. (1998). "Stereocontrolled Synthesis of

Polyketide Libraries: Boron-Mediated Aldol Reactions with Aldehydes on Solid

Support." Tetrahedron 54: 14999-15016.
These are just a few. The method to carry out saponifications is actually

quite general.

I hope this helps.
Guillermo.

-----

Guillermo A. Morales

Morales Consulting

E-mail: [e-mail]

Website: http://www.combichemlab.com

Member of the Combi-Web Consortium: http://www.combi-web.com

__________________

Date: Mon, 26 Jun 2000 09:27:23 +1000

From: Paul Handley


Subject: ORGLIST: Benzylchloroformate distillation
>I am trying to distil some older benzylchloroformate (cbz-cl) to use

>in a protection. The contaminants are benyl alcohol and water. I

>have tried distilling it once under vacuum (0.4mm, it is suppose to

>decompose over 105) carefully cutting fractions but most of my major

>component is still contaminated.

>

>Should I distill it from something or dry it over sieves or?

>

>Thank you for your help.

>Rita S. Majerle

>Associate Professor

>From Perrin and Amarego 3rd edition:

"...Greenstein and Winitz [the chemistry of the amino acids vol2 p890

Wiley NY 1961] recommended that the liquid be flushed with a stream of dry

air, filtered and stored over sodium sulfate to remove CO2 and H2O..."

They then discuss distillation twice under vacuum below 85 degrees to

give a product pure by nmr.

Good luck

Paul Handley

__________________
Date: Fri, 01 Jan 1904 11:36:41 +0100

From: Jacob Zabicky

Subject: Re: ORGLIST: Benzylchloroformate distillation
>Date: Fri, 1 Jan 1904 11:31:42 +0100

>Dear Rita,

>

>It seems that anything you could do to purify the old stuff would be much

>more expensive than buying some fresh reagent. Furthermore, the substrate

>you want to protect may also be expensive; why exposing it to the risk of

>low yields in the protection step, with further losses in time and money?

>

>all the best,

>

>Jacob

>
*******************************************************************

Temporary address:

Prof. Jacob Zabicky Tel.: [phone]

Group de Fisica dels Materials II Fax.: [phone]

Universitat Autonoma de Barcelona Private Tel.: [phone]

08193 Bellaterra (Barcelona)

Spain

*******************************************************************

__________________
Date: Mon, 26 Jun 2000 07:43:41 -0700 (PDT)

From:

Subject: ORGLIST: Melting point of p-nitrobenzohydroxamic acid
Dear All

I want to find melting point of p-nitrobenzohydroxamic

acid since I failed to get it from literature

available in Sudan.

Thanks for help.

A/Hafeez Mohamed

__________________
Date: Tue, 27 Jun 2000 08:00:29 +0200

From: Jonas Nilsson

Subject: ORGLIST: Thank you "826-35-7"!
Dear Members of this splendid list.
I thank you all for helping me out with the chemical i wanted. I just

want to post some considerations.

My example:
Fisher Scientific UK is the owner of Acros Organics (Belgium) who is the

producer of chemicals.

However I tried to order via our local retailer for Acros products here

in Sweden (Labora Chemicon).

There seem to be some problems with the synthesis in belgium and

eventhough Fisher Scientific UK have 13*5g of my chemical in stock, and

eventhough "Labora Chemicon Sweden" gets chemicals from "Fisher

Scientific UK" (however not Acros products) they couldn't help me at

first. I had to find out my self from You.
So the conclusion is if you have problems with a chemical and the

retailer says that there will be a few months before resynthesis, there

are probably a few places in the world that still got this in stock, and

your retailer will probably not be able to help you finding this out.

So, ask on orglist!
Thanks again

/jN

--

_____________________ _____________________

| Jonas Nilsson | | |

|Linkoping University | | Telephone |

| IFM | | --------- |

| Dept. of Chemistry | | work: [phone] |

| 581 83 Linkoping | | fax: [phone] |

| Sweden | | home: [phone] |

|_____________________| |_____________________|

__________________

Date: Tue, 27 Jun 2000 15:23:41 +0100

From: Liang Lanlan

Subject: ORGLIST: looking for Acetone peroxide
Dear sir,
Who knows where to buy Acetone peroxide, a flour treatment agent?

Thanks a lot.

Lainlie

__________________

Date: Tue, 27 Jun 2000 17:25:24 +0200

From: Fredrik Thorstensson

Subject: Re: ORGLIST: looking for Acetone peroxide
Why don't you make it and blow your self up in the process as many other

has done.

Acetone peroxide is sensitive to pressure (eq. squezzing), static

electricity (TV,Radio) and warmth (fire).

But it is a good High-explosive..........
Good Luck Lainlie
P.S. And how do you make it? That I will not tell you and hopefully

no one else either!

--

************************

Fredrik Thorstensson

LKPG University

Sweden

[e-mail]

************************

__________________

Date: Wed, 28 Jun 2000 12:55:50 -0700 (PDT)

From: antonio regla

Subject: ORGLIST: Re: Houben-Hoesch Reaction of Phenol
Dear List Members:

Does anyone know of any reference on the reaction of

phenol with methoxyacetonitrile? Or does anyone know a

reference on a review on the Houben-Hoesch reaction?

So far, I have found references for the reaction with

polyphenols such as orcinol with methoxyacetonitrile.

I wonder if the reaction requires the presence of two

or more phenolic groups to work. I would appreciate

any help anyone can give me on this regard.

Sincerely,

Antonio Regla

Escuela de Farmacia

Universidad Autonoma de Morelos

Cuernavaca, Mexico

__________________
Date: Wed, 28 Jun 2000 22:12:23 GMT

From: "Yuehui Zhou"

Subject: Re: ORGLIST: Re: Houben-Hoesch Reaction of Phenol
Do you know this literature?
Template Houben-Hoesch Reaction on Metal Phenolates. Synthesis of Aromatic

Ketones, Nitriles and Amides. Crystal Structure of

Dichloro-[2-(1-imino-2,2,2,-trichloroethyl)-4-methoxyphenoxido-O,N]-Boron.

Gazz. Chim. Ital., 122, 283-289 (1992).

__________________
Date: Wed, 28 Jun 2000 15:21:46 -0700

From: "Chapman, Robert D"

Subject: RE: ORGLIST: Re: Houben-Hoesch Reaction of Phenol
Citations to reviews:

http://home.ici.net/~hfevans/reactions/RXN461.htm

__________________
Date: Wed, 28 Jun 2000 22:39:32 -0700 (PDT)

From: rajan chaw

Subject: ORGLIST: help needed
Dear orglist members,

I am trying to perform some peptide coupling reaction

using protected amino acid dervatives.this feild is

somewhat new to me,hence i am requesting that if

someone can suggest me some books or related articles

which can be of help to me before i start making

blunders in the lab.i would appreciate if someone can

suggest me some books or articles on synthesis of

protecting agents like BOC and FMOC etc which are

being used in protection of amino acids also kindly

suggest any reading articles or books related to this

area.

thanking everybody in advance for the great help.

Raj
__________________

Date: Thu, 29 Jun 2000 11:19:51 +0530 (IST)

From: Dr T Pathak


Subject: Re: ORGLIST: help needed
Dear Rajan
Peptide Chemistry: A Practical Textbook by Miklos Bodanszky

(Springer-Verlag) would be a good starting point.

Good luck!
T. Pathak
-----------------------------------------------------------------------------

Dr. Tanmaya Pathak Tel: [phone]

Organic Chemistry Division (Synthesis) 589 33 15/16

National Chemical Laboratory extn.2055/2073

Pune 411 008 (020)-589 31 53

Maharasthra Fax: [phone]

India e.mail: [e-mail]

-----------------------------------------------------------------------------

__________________
Date: Thu, 29 Jun 2000 13:12:51 +0100

From: "Stefan Berger"

Subject: ORGLIST: Solubility
Dear all
does anybody know the solubility of Di-ethylene-amine-pentaceticacid =

(Komplexon V) in water and ethanol?

thanks!
Stefan Berger
__________________
Date: Sat, 29 Jun 1996 12:22:38 +0100

From: Maria Elizabeth Tiritan

Subject: ORGLIST: 3,5-dimethoxypehnyl isocynate
Dear Members,
Does anyone konw from where I can order the isocynate:

3,5-dimethoxyphenyl isocynate.

Thank you.
__________________
Date: Thu, 29 Jun 2000 10:41:15 -0700

From: "Chapman, Robert D"

Subject: RE: ORGLIST: 3,5-dimethoxypehnyl isocynate
Sigma-Aldrich:

http://www.sigmaaldrich.com/sacatalog.nsf/productlookup/Aldrich478164?OpenDo

cument

in Portugal:

http://www.sigma-aldrich.com/saws.nsf/pages/contact_us?OpenDocument
__________________
Date: Thu, 29 Jun 2000 14:26:39 -0400

From: David Gauthier

Subject: Re: ORGLIST: help needed
Hi,

I am working in peptide chemistry in solution for my master since

september 98. So if you have any specific questions about it, you can

ask me whenever you want.

Some articles about peptides coulpling reaction:

JCS Perkin I (1998) p3419

JOC (1999) p9485

JOC (1997) p8387

JOC (1997) p5180

JOC (1981) p3579

JCS Perkin II (1982) p1982

JCS Perkin I (1986) p155

JCS Perkin I (1998) p3331
About Boc protection:

Tet.Asym (1998) p4127

Synth.Comm (1990) p3157

(and many many other articles easy to find !!!)

About Fmoc protection:

Synthesis (1990)p571

JCS Perkin I (1998) p1467
Bye

David Gauthier

U.Sherbrooke
__________________
Date: Thu, 29 Jun 2000 14:03:01 -0700

Subject: ORGLIST: help needed

From: "Eric J. Leopold"
The text by John M. Stewart and Janis Young, 2nd edition published by Pierce

Chemical Co, 1984 is a pretty good standard for the peptide chemist at the

bench.

Synthetic Peptides, A Users Guide, Ed. Gregory Grant is a paperback

(publisher: Freeman, NY 1992) with good coverage for the lab work. The

Chemical Synthesis of Peptides by John Jones (Oxford, NY, 1991) gives more

background but not as much lab focus. When you're ready to cleave peptides

from the resin, have a look at the use of TMSBr instead of HF at my site

http://home.earthlink.net/~ejlmp/TMSX1.html. Hope that helps.

Eric J. Leopold

Pet your dog instead:

http://home.earthlink.net/~ejlmp/Maggie.html

__________________
Date: Thu, 29 Jun 2000 16:55:41 -0700 (PDT)

From: antonio regla

Subject: ORGLIST: Re: Thanks For Your Help
Dear List Members:
I want to thank all who offered information regarding the Houben-Hoesch Reaction of Phenol with alfa-methoxyacetonitrile. I will check the references in the library, and will also try the reaction in the lab to see if it goes or what. Thanks again for all the help.
Sincerely,

Antonio Regla

__________________
Date: Thu, 29 Jun 2000 21:34:19 -0700 (PDT)

From: rajan chaw

Subject: ORGLIST: Help needed
Dear orglist members,

Well I am seraching for references which gives

synthesis of FMOC and Boc chloride or anhydride which

i wanna try to synthesize myself in the lab to get a

feel of this chemistry,hence i am requesting all my

dear orglist members to help me out in this aspect and

i am really gratefull to everyone for the great help

they are extending to me for my understanding of this

subject.

Thanking everybody in advance for the help

Raj
__________________
Date: Fri, 30 Jun 2000 00:49:11 -0400

From: "Dr. Guillermo A. Morales"

Subject: RE: ORGLIST: Help needed
Hi Raj,
I would recommend to you to make the fluorides instead. You can use the

reagent TFFH ( tetramethylfluoroformamidinium hexafluorophosphate) which

now is commercially available from PE Biosystems, Aldrich and Advanced ChemTech.
Here you have some references for the use of THHF:
1) Blackburn, C., A. Pingali, et al. (1997). =93Libraries of Angiotensin

Converting Enzyme Inhinitors: Solid-Phase Synthesis and Affinity Selectio=

n.=94

Bioorg. Med. Chem. Lett. 7: 823-826.

2) Vojkovsky, T., A. Weischel, et al. (1998). =93Solid-Phase Synthesis of

Heterocycles Containing an 1-Acyl-3-oxopiperazine Skeleton.=94 J. Org. Ch=

em.

63: 3162-3163.

3) Zhang, A. J., D. H. Russell, et al. (1998). =93A Method for Removal of

N-BOC Protecting Groups from Substrates on TFA-sensitive Resins.=94

Tetrahedron Letters 39: 7439-7442.
I hope this helps.
Guillermo.

-----

Guillermo A. Morales

E-mail: [e-mail]

Website: http://www.combichemlab.com

Member of the Combi-Web Consortium: http://www.combi-web.com

__________________
Date: Fri, 30 Jun 2000 12:59:10 +0100

From: "Dr. Jose I. Borrell"

Subject: ORGLIST: Tertbutyl benzoylacetates
Dear list members,
We are trying to obtain a series of tertbutyl benzoylacetates by

condensation of the corresponding methyl benzoates (substituted in position

3 or 4) and tertbutyl acetate using LDA as the base.
The reaction, however, is not working properly and large amounts of

tertbutyl acetoacetate are formed. We have not found a literature reference

covering such transformation (most of them use benzoyl chlorides instead of

the benzoate but we can not use them).

Help will be highly appreciated. Particularly a detailed procedure for such

transformation.

Thanks in advance.
============================

Dr. Jose I. Borrell

Institut Quimic de Sarria

Universitat Ramon Llull

Via Augusta 390

08017 Barcelona (Spain)

tel: [phone] ext 2354

fax: [phone]

e-mail: [e-mail]

http://www.iqs.url.es

============================