CONVERSION OF 2-ACETAMIDO-2-DEOXY-BETA-D-GLUCOPYRANOSE (N-ACETYLGLUCOSAMINE) INTO 2-ACETAMIDO-2-DEOXY-BETA-D-GALACTOPYRANOSE (N-ACETYLGALACTOSAMINE) USING A BIOTRANSFORMATION TO GENERATE A SELECTIVELY DEPROTECTED SUBSTRATE FOR SN2 INVERSION

被引：34

作者：

CHAPLIN, D ^{[1
]}

CROUT, DHG ^{[1
]}

BORNEMANN, S ^{[1
]}

HUTCHINSON, DW ^{[1
]}

KHAN, R ^{[1
]}

机构：

[1] LAB BIOPOLIMERI TECNOL,AREA RIC,I-34012 TRIESTE,ITALY

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1992年 / 02期

关键词：

D O I：

10.1039/p19920000235

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A procedure is described for the conversion of N-acetylglucosamine 2 into N-acetylgalactosamine 1, in which use is made of a 4,6-acetyl migration in a precursor selectively deprotected by a biotransformation procedure.

引用

页码：235 / 237

页数：3

共 50 条

[1] Enzymatic synthesis of 2-acetamido-4-O-(2-acetamido-2-deoxy-beta-D-galactopyranosyl)-2-deoxy-D-glucopyranose and 2-acetamido-6-O-(2-acetamido-2-deoxy-beta-D-galactopyranosyl)-2-deoxy-D-glucopyranose catalysed by the beta-N-acetylhexosaminidase from Aspergillus oryzae
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[2] PMR SPECTRA AND CONFORMATION OF PYRANOSE AMINO-SUGARS, 2-ACETAMIDO-2-DEOXY-ALPHA-D-GLUCOPYRANOSE, 2-ACETAMIDO-2-DEOXY-ALPHA-D-GALACTOPYRANOSE, AND 2-ACETAMIDO-2-DEOXY-BETA-D-MANNOPYRANOSE
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[3] KINETIC CONTROL OF REGIOSELECTIVITY IN GLYCOSIDASE-CATALYZED DISACCHARIDE SYNTHESIS - PREPARATION OF 2-ACETAMIDO-4-O-(2-ACETAMIDO-2-DEOXY-BETA-D-GLUCOPYRANOSYL)-2-DEOXY-D-GLUCOPYRANOSE (N,N'-DIACETYLCHITOBIOSE) AND 2-ACETAMIDO-6-O-(2-ACETAMIDO-2-DEOXY-BETA-D-GLUCOPYRANOSYL)-2-DEOXY-D-GLUCOPYRANOSE
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[5] NEW REACTION OF 1-PROPENYL GLYCOSIDES OF 2-ACETAMIDO-2-DEOXY-BETA-D-GLUCOPYRANOSE - DIRECT CONVERSION INTO OXAZOLINES
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[6] Synthesis of 2-acetamido-2-deoxy-beta-D-glucopyranose O-glycopeptides from N-dithiasuccinoyl-protected derivatives
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[J]. IZVESTIYA AKADEMII NAUK SSSR-SERIYA KHIMICHESKAYA, 1970, (05): : 1153 - +
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