Re: ORGLIST: Amino acid Esters (NOT the HCl salts)

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From: selcuk calimsiz (calimsiz$##$yahoo.com)
Date: Mon Feb 20 2006 - 19:01:41 EST


Dear Kamal,

You can use isoureas for esterification.

for the details please see
Kocienski's latest protecting group book.

Also a Review:
Mathias, L. J. Synthesis, 1979, 561-576.

For an application to synthesize a t-butyl ester;
please see; Lipton, et. al. Tet, 2001, 57, 6353.

Regards,

Selcuk Calimsiz

PhD candidate
Purdue University
Department of Chemistry
West Lafayette, IN

http://web.ics.purdue.edu/~calimsiz/

--- kmorendha <mailbox$##$prolificint.com> wrote:

> I'm making Esters of amino acids like, L-alanine
> methyl/t-butyl/benzyl ester but have process of
> making their Hydrochloride salts thro' amino acid,
> the alcohol & thionyl chloride & reflux.
>
> Thro' this, I'm getting their HCl salts. But I want
> only the respective esters NOT as their
> hydrochlorides. I can not do the amine liberation by
> making it alkaline with NaOH/NH3, etc.
>
> Can you suggest me making only the Aminoacid Esters
> thro' some process ?
>
>
>
> Thanks,
> Kamal
>
>
>
>
>
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