Re: ORGLIST: Amide coupling under neutral condition

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From: Eric J.Leopold (ejlmp$##$earthlink.net)
Date: Tue Jul 26 2005 - 21:23:34 EDT



On Jul 26, 2005, at 5:56 PM, Shenliang Wang wrote:

> Hi all,
>
> I am doing an amide couping reaction, which couple a
> primary amine with an alkyl-chain carboxylic acid.
> However, the other part on my acid is not stable at
> basic condition, which means I cannot use DIPEA or TEA
> as a base, so I cannot use HATU or HBTU or PyBOP, etc.
> At the same time, DIC react with this part on the
> acid, so I cannot use DIC, DCC, or EDC either.
>
> So, is there any method for me to coupling this
> annoying acid with a primary amine?
>
> Thanks a lot.
> Shenliang
>
>

Hi Shenliang,
What is the group in your alkyl-chain carboxylic acid
that is giving you trouble?
Eric

How to cleave a peptide from a resin without using hydrofluoric acid:
<http://home.earthlink.net/~ejlmp/TMSX1.html>

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