REGIOSELECTIVE RING-OPENING OF CHIRAL N-BOC PROTECTED PYROGLUTAMATE AND PYROAMINOADIPATE ETHYL-ESTERS WITH HETERONUCLEOPHILES

被引：35

作者：

MOLINA, MT ^{[1
]}

DELVALLE, C ^{[1
]}

ESCRIBANO, AM ^{[1
]}

EZQUERRA, J ^{[1
]}

PEDREGAL, C ^{[1
]}

机构：

[1] CTR INVEST LILLY SA,E-28130 VALDEOLMOS,SPAIN

来源：

TETRAHEDRON | 1993年 / 49卷 / 18期

关键词：

D O I：

10.1016/S0040-4020(01)90232-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Mixed diesters, omega-amide and omega-thioesters are obtained from both N-Boc ethyl pyroglutamate and pyroaminoadipate under neutral or basic conditions.Under neutral conditions, the reaction is catalyzed by KCN and the use of Ultrasound speeds up the process. In basic conditions, reaction times are even shorter. In both cases, no transesterification of the alpha-ester was observed and the chirality of the alpha-amino acid was preserved.

引用

页码：3801 / 3808

页数：8

共 27 条

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