Synfacts 2021; 17(06): 0713
DOI: 10.1055/s-0040-1706210
Peptide Chemistry

Phosphate-Reagent-Mediated Peptide Coupling Reactions

Contributor(s):
Hisashi Yamamoto
,
An Wu
Li H, Jiang X, Ye Y.-H, Fan C, Romoff T, Goodman M. * University of California at San Diego, USA and Peking University, Beijing, P. R. of China
3-(Diethoxyphosphoryloxy)-1,2,3-benzotriazin-4(3H)-one (DEPBT): A New Coupling Reagent with Remarkable Resistance to Racemization.

Org. Lett. 1999;
1: 91-93
DOI: 10.1021/ol990573k.
 

Significance

Peptide coupling reagents are extremely important in peptide synthesis. In 1999, Goodman and co-workers reported the development of the phosphate reagent 3-(diethoxyphosphoryloxy)-1,2,3-benzotriazin-4(3H)-one (DEPBT) as a coupling reagent that can be easily prepared from diethyl chloridophosphate and 3-hydroxy-1,2,3-benzotriazin-4(3H)-one.


#

Comment

By using DEPBT as a coupling reagent, various peptides can be synthesized in excellent yields.


#
#

Publication History

Article published online:
18 May 2021

© 2021. Thieme. All rights reserved

Georg Thieme Verlag KG
Rüdigerstraße 14, 70469 Stuttgart, Germany