AMINO-ACIDS AND PEPTIDES .46. INTRODUCTION OF CARBOXYL FUNCTION INTO PYRAZINONE BY USING NEWLY DEVELOPED PROCEDURE FOR PYRAZINONE RING FORMATION - OBSERVATION OF IMMEDIATE DECARBOXYLATION

Citation
H. Taguchi et al., AMINO-ACIDS AND PEPTIDES .46. INTRODUCTION OF CARBOXYL FUNCTION INTO PYRAZINONE BY USING NEWLY DEVELOPED PROCEDURE FOR PYRAZINONE RING FORMATION - OBSERVATION OF IMMEDIATE DECARBOXYLATION, Chemical and Pharmaceutical Bulletin, 44(11), 1996, pp. 2037-2041
Citations number
10
Categorie Soggetti
Pharmacology & Pharmacy",Chemistry
ISSN journal
00092363
Volume
44
Issue
11
Year of publication
1996
Pages
2037 - 2041
Database
ISI
SICI code
0009-2363(1996)44:11<2037:AAP.IO>2.0.ZU;2-G
Abstract
The carboxyl function was easily introduced into a pyrazinone ring by means of a newly developed procedure for pyrazinone ring formation fro m Asp- or Glu-containing dipeptidyl chloromethyl ketones: during the r eaction, rapid decarboxylation from a carboxymethyl group at position 3 of 2(1H)-pyrazinone occurred due to the low electron density at posi tion 3 of 2 (1H)-pyrazinone.