𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Improved efficiency and selectivity in peptide synthesis: Use of triethylsilane as a carbocation scavenger in deprotection of t-butyl esters and t-butoxycarbonyl-protected sites

✍ Scribed by Anita Mehta; Rabih Jaouhari; Timothy J. Benson; Kenneth T. Douglas


Publisher
Elsevier Science
Year
1992
Tongue
French
Weight
198 KB
Volume
33
Category
Article
ISSN
0040-4039

No coin nor oath required. For personal study only.

✦ Synopsis


The use of triethylsilane as a carbocation scavenger in the presence of trifluoroacetic acid in dichloromethane leads to increased yields, decreased reaction times, simple work-up and improved selectivity for the deprotection of t-butyl ester and t-butoxycarbonyl sites in protected amino-acids and peptides in the presence of other acid-sensitive protecting groups such as the benzyioxycarbonyl, 9-fluorenylmethoxycarbonyl, O-and S-benzyl and t-butylthio groups.