An efficient stereoselective synthesis of the amino sugar component (E ring) of calicheamicin gamma(I)(1)

被引：14

作者：

Crotti, P

DiBussolo, V

Favero, L

Macchia, F

Pineschi, M

机构：

[1] Dipartimento di Chimica Bioorganica, Università di Pisa, 56126 Pisa

来源：

TETRAHEDRON-ASYMMETRY | 1996年 / 7卷 / 03期

关键词：

D O I：

10.1016/0957-4166(96)00074-2

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

A simple, efficient, stereoselective synthesis of the methyl 2,4-dideoxy-4-(ethylamino)-3-O-methyl-beta-L-threo-pentopyranoside 2, corresponding to the E monosaccharide unit (E ring) of calicheamicin 1, is described. The synthetic procedure utilizes the methyl 2-deoxy-beta-D-ribopyranoside 3 as the enantiopure starting material and the acid methanolysis of the intermediate activated aziridine 12 to give the desired amino sugar 2 in 6 steps and in satisfactorily high overall yield (60%). No separation stage is necessary at any point of the synthetic process. (C) 1996 Elsevier Science Ltd

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页码：779 / 786

页数：8

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