<div><STRONG>It is called:</STRONG></div> <div><STRONG>Staudinger </STRONG>(<B>Hermann Staudinger </B>1881 - 1965 Nobel Prize Chemistry 1953 ) <B>Azide reduction </B><FONT size=2>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.</FONT></div> <div><A href="http://www.ecompound.com">www.ecompound.com</A></div> <div> </div> <div>Hai<BR><BR><B><I>Sengen Sun <sengensun@yahoo.com></I></B> wrote:</div> <BLOCKQUOTE class=replbq style="PADDING-LEFT: 5px; MARGIN-LEFT: 5px; BORDER-LEFT: #1010ff 2px solid"><BR>It is very hard indeed. In similarly cases, I always <BR>reduce azido group with triethylphosphine in<BR>MeCN/water = 9:1, rt, O/N. It is an easy reaction,<BR>even although the cost is some higher in the large<BR>scale than hydrogenation.<BR><BR>Sengen<BR><BR>--- Jeff Li <ARNOMBAS@YAHOO.COM.CN>wrote:<BR><BR>> Does any one know how to
hydrogenate an azido group<BR>> without affecting the benzyloxy group in a<BR>> molecule?<BR>> <BR>> I've tried using Pd-C in the solvent of EtOAc, but<BR>> it seemed that it was not really easy to control on<BR>> a large scale.<BR>> <BR>> I'll appreciate for your advice.<BR>> <BR>> <BR>> ---------------------------------<BR>> ÇÀ×¢ÑÅ»¢Ãâ·ÑÓÊÏä-3.5GÈÝÁ¿£¬20M¸½¼þ£¡ ><BR>_______________________________________________<BR>> ORGLIST - Organic Chemistry Mailing List<BR>> Website / Archive / FAQ: http://www.orglist.net<BR>> To post a message (TO EVERYBODY) send to<BR>> everybody@orglist.net<BR>> To unsubscribe, send to<BR>> everybody-request@orglist.net the message:<BR>> unsubscribe your_orglist_password your_address<BR><BR><BR>__________________________________________________<BR>Do You Yahoo!?<BR>Tired of spam? Yahoo! Mail has the best spam protection around <BR>http://mail.yahoo.com
<BR>_______________________________________________<BR>ORGLIST - Organic Chemistry Mailing List<BR>Website / Archive / FAQ: http://www.orglist.net<BR>To post a message (TO EVERYBODY) send to everybody@orglist.net<BR>To unsubscribe, send to everybody-request@orglist.net the message: unsubscribe your_orglist_password your_address<BR></BLOCKQUOTE><BR><p> 
<hr size=1>Want to be your own boss? Learn how on <a href="http://us.rd.yahoo.com/evt=41244/*http://smallbusiness.yahoo.com/r-index"> Yahoo! Small Business.</a>