THE FIRST SYNTHESIS OF 3-DEOXY-D-LYXO-2-HEPTULOSARIC ACID (DHA) DERIVATIVES

被引：24

作者：

BANASZEK, A

机构：

[1] Institute of Organic Chemistry, Polish Academy of Sciences, 01-224 Warsaw

来源：

TETRAHEDRON | 1995年 / 51卷 / 14期

关键词：

D O I：

10.1016/0040-4020(95)00150-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Synthetic route to the methyl ester of methyl glycoside of 3-deoxy-D-lyxo-heptulosaric acid (13) starting from 1-cyanogalactal 2 is described. The latter substance was prepared by direct elimination of acetic acid from 1 using 1,8-diazabicyclo[5.4.0]undec-7-ene in dichloromethane.

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页码：4231 / 4238

页数：8

相关论文

共 19 条

[1] IDENTIFICATION OF 3-DEOXY-MANNO-2-OCTULOSONIC ACID, 3-DEOXY-5-O-METHYL-MANNO-2-OCTULOSONIC ACID AND 3-DEOXY-LYXO-2-HEPTULOSARIC ACID IN THE CELL-WALL (THECA) OF THE GREEN-ALGA TETRASELMIS STRIATA BUTCHER (PRASINOPHYCEAE) [J].

BECKER, B ;

HARD, K ;

MELKONIAN, M ;

KAMERLING, JP ;

VLIEGENTHART, JFG .

EUROPEAN JOURNAL OF BIOCHEMISTRY, 1989, 182 (01) :153-160

[2] IDENTIFICATION OF 2-KETO-3-DEOXY-1,7-DICARBOXYHEPTONIC ACID AS A CONSTITUENT OF THE LIPOPOLYSACCHARIDE OF ACINETOBACTER-CALCOACETICUS NCTC-10305 [J].

BRADE, H ;

RIETSCHEL, ET .

EUROPEAN JOURNAL OF BIOCHEMISTRY, 1985, 153 (02) :249-254

[3]

BROOK MA, 1983, SYNTHESIS-STUTTGART, P201

[4] A GREATLY IMPROVED PROCEDURE FOR RUTHENIUM TETRAOXIDE CATALYZED OXIDATIONS OF ORGANIC-COMPOUNDS [J].

CARLSEN, PHJ ;

KATSUKI, T ;

MARTIN, VS ;

SHARPLESS, KB .

JOURNAL OF ORGANIC CHEMISTRY, 1981, 46 (19) :3936-3938

[5] PREPARATION OF 2-DEOXY-BETA-D-LYXO-HEXOSIDES (2-DEOXY-BETA-D-GALACTOSIDES) [J].

CRICH, D ;

RITCHIE, TJ .

CARBOHYDRATE RESEARCH, 1989, 190 (01) :C3-C6

[6] DIASTEREOSELECTIVE FREE-RADICAL REACTIONS .1. PREPARATION OF 2-DEOXY-BETA-GLYCOSIDES BY SYNTHESIS AND REDUCTIVE DECARBOXYLATION OF 3-DEOXYULOSONIC ACID GLYCOSIDES [J].

CRICH, D ;

RITCHIE, TJ .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1990, (04) :945-954

[7] A CONCISE SYNTHESIS OF 3-DEOXY-2-O-METHYL-4,5,7-TRI-O-BENZYL-D-ARABINO-HEPTULOSONIC ACID AND RELATED-COMPOUNDS FROM 3,4,6-TRI-O-BENZYL-D-GLUCAL [J].

CRICH, D ;

RITCHIE, TJ .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1988, (15) :985-986

[8]

ERRIN DD, 1980, PURIFICATION LABORAT

[9]

HORTON D, 1992, CARBOHYD RES, V246, P105

[10] STUDIES ON THE GLYCOSYLATION OF N-ACETYLNEURAMINIC ACID [J].

KIRCHNER, E ;

THIEM, F ;

DERNICK, R ;

HEUKESHOVEN, J ;

THIEM, J .

JOURNAL OF CARBOHYDRATE CHEMISTRY, 1988, 7 (02) :453-486