Cyclisations of tryptophans .5. Trifluoroacetylation of N-b-methoxycarbonyl-L-tryptophan methyl ester in pyridine

被引：2

作者：

Anthoni, U ^{[1
]}

Christophersen, C ^{[1
]}

Nielsen, PH ^{[1
]}

Pedersen, EJ ^{[1
]}

机构：

[1] UNIV COPENHAGEN,HC ORSTED INST,DEPT CHEM,DK-2100 COPENHAGEN,DENMARK

来源：

ACTA CHEMICA SCANDINAVICA | 1997年 / 51卷 / 03期

关键词：

D O I：

10.3891/acta.chem.scand.51-0407

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

N-b-Methoxycarbonyl-L-tryptophan methyl ester (1) reacts with trifluoroacetic anhydride in pyridine to give (2S,3aR,8aS)-3a-(N-trifluoroacetyl-1,4-dihydro-4-pyridyl)-1 -methoxycarbonyl-2-methoxycarbonyl-8-trifluoroacetyl -1,2,3,3a,8,8a-hexahydropyrrolo [2,3-b]indole (4). In addition N-a-trifluoroacetyl-N-b-methoxy-carbonyl-L-tryptophan methyl ester (1b) and two diastereomeric (5'S)-2,3-dihydro-2-trifluoroacetoxy-1',5'-bis(methoxycarbonyl)- 2'-hydroxy-2'-trifluoro-methylspiro [indole-3,3'-pyrrolidine] (5a/5b) are formed.

引用

页码：407 / 410

页数：4

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