ASYMMETRIC HYDROGENATION OF TETRAHYDROPYRAZINES - SYNTHESIS OF (S)-PIPERAZINE-2-TERT-BUTYLCARBOXAMIDE, AN INTERMEDIATE IN THE PREPARATION OF THE HIV PROTEASE INHIBITOR INDINAVIR

被引：111

作者：

ROSSEN, K

WEISSMAN, SA

SAGER, J

REAMER, RA

ASKIN, D

VOLANTE, RP

REIDER, PJ

机构：

[1] Department of Process Research, Merck Research Laboratories, Rahway, NJ 07065

来源：

TETRAHEDRON LETTERS | 1995年 / 36卷 / 36期

关键词：

D O I：

10.1016/0040-4039(95)01345-I

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Hydrogenation of tetrahydropyrazine 4g with [(R)-BINAP(COD)Rh]TfO gave piperazine 6g in 96% yield and 99% ee. Simple hydrogenolytic deprotection and crystallization afforded the key chiral (S)-N-Boc-piperazine MK-639 intermediate 1 in high yield and enantiomeric purity.

引用

收藏

页码：6419 / 6422

页数：4

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