Glucofuranose analogues of hydantocidin

被引：32

作者：

Brandstetter, TW

delaFuente, C

Kim, YH

Johnson, LN

Crook, S

Lilley, PMDQ

Watkin, DJ

Tsitsanou, KE

Zographos, SE

Chrysina, ED

Oikonomakos, NG

Fleet, GWJ

机构：

[1] OXFORD CTR MOL SCI,DYSON PERRINS LAB,OXFORD OX1 3QY,ENGLAND

[2] UNIV OXFORD,CHEM CRYSTALLOG LAB,OXFORD OX1 3PD,ENGLAND

[3] NATL HELLEN RES FDN,ATHENS 11635,GREECE

[4] LAB MOL BIOPHYS,OXFORD OX1 3QU,ENGLAND

来源：

TETRAHEDRON | 1996年 / 52卷 / 32期

关键词：

D O I：

10.1016/0040-4020(96)00595-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Epimeric spirohydantoins of glucofuranose, analogues of hydantocidin, are readily prepared from glucoheptonolactone. No rearrangement of spirohydantoins of glucofuranose to pyranose isomers was observed; a novel rearrangement was observed of a glucofuranose spirohydantoin to an isomeric oxazolidinone, (3aR,4'R,5S,6S,6aR)-5-(2',2'-dimethyl-1',3'-dioxolane-4'-yl)-6-hydroxy-3a-N-phenylcarboxamido-tetrahydrofuro[2,3-d]-1,2-oxazolidine-2-one, the structure of which was established by X-ray crystallographic analysis. The X-ray crystal structure of (1'R,2R,3R,4R,5R)-6,8-diaza-3,4-dihydroxy-2-(1',2'-dihydroxyethyl)-1-oxa-8-N-phenyl-spiro[4.4]nonane-7,9-dione is reported. Copyright (C) 1996 Elsevier Science Ltd

引用

页码：10721 / 10736

页数：16

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