Re: ORGLIST: selective hydrogenation

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From: hai zhang (haizhang67$##$yahoo.com)
Date: Wed Oct 04 2006 - 08:27:32 EDT


It is called:
  Staudinger (Hermann Staudinger 1881 - 1965 Nobel Prize Chemistry 1953 ) Azide reduction is a very useful way to make primary amine from azide. A very important transformation in Med. Chem. Another mechanism is the formation of 4-membered ring, and then it decomposes.
  www.ecompound.com
   
  Hai

Sengen Sun <sengensun$##$yahoo.com> wrote:
  
It is very hard indeed. In similarly cases, I always
reduce azido group with triethylphosphine in
MeCN/water = 9:1, rt, O/N. It is an easy reaction,
even although the cost is some higher in the large
scale than hydrogenation.

Sengen

--- Jeff Li wrote:

> Does any one know how to hydrogenate an azido group
> without affecting the benzyloxy group in a
> molecule?
>
> I've tried using Pd-C in the solvent of EtOAc, but
> it seemed that it was not really easy to control on
> a large scale.
>
> I'll appreciate for your advice.
>
>
> ---------------------------------
> ÇÀ×¢ÑÅ»¢Ãâ·ÑÓÊÏä-3.5GÈÝÁ¿£¬20M¸½¼þ£¡ >
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