Re: ORGLIST:Carbamate reaction

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From: Lucio Pellacani (lucio.pellacani$##$uniroma1.it)
Date: Thu Oct 28 2004 - 05:17:02 EDT


Dear Colleague,

You can try with triphosgene, following the recent procedure we reported:
Tetrahedron Lett. 2003, 44, 3031-3034.
Best wishes,

Lucio Pellacani
Dipartimento di Chimica
Universita' di Roma La Sapienza
Italy

At 17.06 27/10/2004 +0000, Jai Prakash wrote:
>Hello everybody,
>
>I want to make a carbamate linkage between amine group of 2,6-dimethoxy
>aniline and hydroxyl group of N-Boc-ethanolamine.
>Firstly, I tried to activate N-Boc-ethanolamine with
>p-nitrophenylchloroformate and then reacted with 2,6-dimethoxy aniline in
>the presence of base. But it did not work out.
>Then, secondly, I activated 2,6-dimethoxy aniline with
>p-nitrophenylchloroformate and then reacted with N-Boc-ethanolamine in the
>presence of base. But still it is not formed.
>As such I am not a chemist by profession so there can be some lacking
>points. So I would appreciate if somebody can suggest me the right way to
>do this kind of synthesis. If there is another way to do this reaction,
>please let me know.
>Thanking you in advance,
>Regards,
>Jai
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