SYNTHESIS OF METHYL 2,6-DIDEOXY-4-THIO-ALPHA-D-RIBO-HEXOPYRANOSIDE (METHYL 4-THIODIGITOXOSIDE) - A CONSTITUENT OF THE CALICHEAMICINS AND ESPERAMICINS

被引：0

作者：

CLASSEN, A

SCHARF, HD

机构：

来源：

LIEBIGS ANNALEN DER CHEMIE | 1993年 / 02期

关键词：

HEMITHIOACETALS; DEOXY; CALICHEAMICINS; ESPERAMICINS; THIODIGITOXOSIDE; DIGITOXOSIDE; 4-THIO-; ANTIBIOTICS; ANTITUMOR; ANTITUMOR ANTIBIOTICS; SACCHARIDES; CARBOHYDRATES;

D O I：

暂无

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The 4-thio analog of 2,6-dideoxy-D-ribo-hexopyranose (D-digitoxose) is part of the saccharide chain of the calicheamicins and esperamicins. A straightforeward synthesis of the 4-thiodigitoxoside 12 as its diacetate 13 starting from methyl alpha-D-galactopyranoside (1) is described. Properties and structure of 13 are presented.

引用

页码：183 / 187

页数：5

共 50 条

[21] PARTIAL ALKYLATIONS OF DIDEOXY SUGARS .7. PARTIAL METHYLATION OF METHYL 2,6-DIDEOXY-ALPHA-D-XYLO-HEXOPYRANOSIDE AND ALPHA-D-LYXO-HEXOPYRANOSIDE
JARY, J
MAREK, M
COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, 1981, 46 (10) : 2410 - 2420
[22] PARTIAL ALKYLATIONS OF DIDEOXY SUGARS .4. PARTIAL METHYLATION OF METHYL 4,6-DIDEOXY-ALPHA-D-ARABINO-HEXOPYRANOSIDE
KEFURT, K
KEFURTOVA, Z
INEMAN, V
JARY, J
COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, 1977, 42 (11) : 3180 - 3185
[23] SYNTHESIS OF CHROMOSE A (2,6-DIDEOXY-4-O-METHYL-D-GALACTOSE)
BRIMACOMBE, JS
PORTSMOUTH, D
STACEY, M
CHEMISTRY & INDUSTRY, 1964, (42) : 1758 - 1759
[24] A FACILE SYNTHESIS OF DERIVATIVES OF 2,6-DIDEOXY-4-O-METHYL-L-RIBO-HEXOSE, A COMPONENT OF KIJANIMICIN
AHMAD, HI
BRIMACOMBE, JS
SAEED, MS
CARBOHYDRATE RESEARCH, 1982, 105 (01) : 165 - 167
[25] CELLOBIOSIDE MODIFICATION AND SYNTHESIS OF METHYL-2,6-DIDEOXY-4-O-(6-DEOXY-BETA-D-GLUCOPYRANOSYL)-ALPHA-D-ARABINO-HEXOPYRANOSIDE (METHYL-4-O-BETA-D-QUINOVOSYL-ALPHA-D-OLIVOSIDE)
THIEM, J
CARBOHYDRATE RESEARCH, 1979, 68 (02) : 287 - 304
[26] METHYL 4,6-BIS(O-PARA-CHLOROBENZOYL)-2,3-DIDEOXY-3-C-(METHOXYCARBONYLMETHYL)-ALPHA-D-RIBO-HEXOPYRANOSIDE
HUGHES, DL
PAUPTIT, RA
SUBRAMANIAN, E
TROTTER, J
ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL SCIENCE, 1982, 38 (SEP): : 2511 - 2513
[27] SYNTHESIS AND C-13 NMR-SPECTRAL STUDY OF METHYL 2,6 AND 3,6-DIDEOXY-ALPHA-L-ARABINO AND METHYL 4,6-DIDEOXY-ALPHA-L-LYXO-HEXOPYRANOSIDE
POZSGAY, V
NESZMELYI, A
CARBOHYDRATE RESEARCH, 1980, 85 (01) : 143 - 150
[28] PARTIAL METHYLATION OF METHYL 4,6-DIDEOXY-ALPHA-RIBO-HEXOPYRANOSIDES AND 4,6-DIDEOXY-BETA-L-RIBO-HEXOPYRANOSIDES
KEFURT, K
KEFURTOVA, Z
JARY, J
COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, 1984, 49 (09) : 2130 - 2140
[29] STEREOSPECIFIC SYNTHESIS OF METHYL 2,6-DIACETAMIDO-2,3,6-TRIDEOXY-ALPHA-D-RIBO-HEXOFURANOSIDE AND HEXOPYRANOSIDE, DERIVATIVES OF TOBROSAMINE
FLORENT, JC
MONNERET, C
TETRAHEDRON, 1981, 37 : 9 - 12
[30] GLYCOSYLATION REACTIONS WITH DI-O-ACETYL-2,6-DIBROMO-2,6-DIDEOXY-ALPHA-D-MANNOPYRANOSYL BROMIDE - A SIMPLE SYNTHESIS OF METHYL 2,6-DIDEOXY-D-ARABINO-HEXOPYRANOSIDE
BOCK, K
LUNDT, I
PEDERSEN, C
PEDERSEN, H
ACTA CHEMICA SCANDINAVICA SERIES B-ORGANIC CHEMISTRY AND BIOCHEMISTRY, 1988, 42 (09): : 640 - 645

← 1 2 3 4 5 →