Re: ORGLIST: Amide coupling under neutral condition

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From: Eugen Leitl (eugen$##$leitl.org)
Date: Wed Jul 27 2005 - 09:09:13 EDT



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Thanks.

On Wed, Jul 27, 2005 at 04:38:58AM +0000, Yuehui Zhou wrote:
> <html><div style='background-color:'><DIV class=RTE>
> <P>A solid base as acid scavenger may work for your case. You need very good stirring or even microwave.</P>
> <P>Y Zhou<BR><BR></P><BR><BR><BR>&gt;From: Shenliang Wang &lt;shenliangwang$##$yahoo.com.cn&gt;<BR>&gt;To: everybody$##$orglist.net<BR>&gt;Subject: ORGLIST: Amide coupling under neutral condition<BR>&gt;Date: Wed, 27 Jul 2005 08:56:33 +0800 (CST)<BR>&gt;<BR>&gt;Hi all,<BR>&gt;<BR>&gt;I am doing an amide couping reaction, which couple a<BR>&gt;primary amine with an alkyl-chain carboxylic acid.<BR>&gt;However, the other part on my acid is not stable at<BR>&gt;basic condition, which means I cannot use DIPEA or TEA<BR>&gt;as a base, so I cannot use HATU or HBTU or PyBOP, etc.<BR>&gt;At the same time, DIC react with this part on the<BR>&gt;acid, so I cannot use DIC, DCC, or EDC either.<BR>&gt;<BR>&gt;So, is there any method for me to coupling this<BR>&gt;annoying acid with a primary amine?<BR>&gt;<BR>&gt;Thanks a
> lot.<BR>&gt;Shenliang<BR>&gt;<BR>&gt;<BR>&gt;<BR>&gt;<BR>&gt;<BR>&gt;<BR>&gt;___________________________________________________________<BR>&gt;????????G?????&shy;????????????????????????????????<BR>&gt;http://cn.mail.yahoo.com/?id=77071>&gt;<BR>&gt;_______________________________________________<BR>&gt;ORGLIST - Organic Chemistry Mailing List<BR>&gt;Website / Archive / FAQ: http://www.orglist.net>&gt;To post a message (TO EVERYBODY) send to everybody$##$orglist.net<BR>&gt;To unsubscribe, send to everybody-request$##$orglist.net the message: unsubscribe your_orglist_password your_address<BR>&gt;List coordinator: Joao Aires de Sousa (coordinator$##$orglist.net)<BR></DIV></div></html>
>

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