NEW METHOD FOR THE PREPARATION OF L-GULOSE FROM D-MANNOSE - SYNTHETIC STUDY ON THE SUGAR MOIETY OF BLEOMYCIN

被引：16

作者：

OSHITARI, T ^{[1
]}

TOMITA, M ^{[1
]}

KOBAYASHI, S ^{[1
]}

机构：

[1] SAGAMI CHE RES CTR,SAGAMIHARA 229,KANAGAWA,JAPAN

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 35期

关键词：

D O I：

10.1016/S0040-4039(00)78254-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

L-Gulose, a key building block of the carbohydrate moiety of antitumor antibiotic bleomycins, is prepared from D-mannose by the inversion at C-5.

引用

页码：6493 / 6494

页数：2

共 17 条

[1] Bicyclic diazasugars.: Part 3:: β-D-mannose and 6-deoxy-β-L-gulose analogues
Berges, DA
Fan, JM
Liu, NN
Dalley, NK
TETRAHEDRON, 2001, 57 (50) : 9915 - 9924
[2] Syntheses of Carbocyclic Analogues of α-D-Glucosamine, α-D-Mannose, α-D-Mannuronic Acid, β-L-Idosamine, and β-L-Gulose
Sun, Yunshan
Nitz, Mark
JOURNAL OF ORGANIC CHEMISTRY, 2012, 77 (17): : 7401 - 7410
[3] A general stereodivergent strategy for the preparation of carbasugars.: Syntheses of 5a-carba-α-D-glucose, α-D-galactose, and β-L-gulose pentaacetates from D-mannose
Gómez, AM
Moreno, E
Valverde, S
López, JC
TETRAHEDRON LETTERS, 2002, 43 (32) : 5559 - 5562
[4] Synthesis of 5-&ITC&IT-Methylated D-Mannose, D-Galactose, L-Gulose, and L-Altrose and Their Structural Elucidation by NMR Spectroscopy
Koellmann, Christoph
Jones, Peter G.
Werz, Daniel B.
ORGANIC LETTERS, 2018, 20 (04) : 1220 - 1223
[5] PREPARATION OF CRYSTALLINE D-MANNOSE FROM A NEW SOURCE - POLYSACCHARIDE EREMURAN
STEPANENKO, BN
BAKSOVA, RA
BIOCHEMISTRY-MOSCOW, 1962, 26 (05) : 738 - &
[6] Stereodivergent synthesis of carbasugars from D-mannose.: Syntheses of 5a-carba-α-D-allose, β-L-talose, and α-L-gulose pentaacetates
Gómez, AM
Moreno, E
Valverde, S
López, JC
SYNLETT, 2002, (06) : 891 - 894
[7] PREPARATION OF CRYSTALLINE D-MANNOSE FROM A NEW SOURCE-POLYSACCHARIDE EREMURAN
STEPANENKO, BN
BAKSOVA, RA
BIOCHEMISTRY-MOSCOW, 1961, 26 (05) : 738 - &
[8] A CONVENIENT METHOD FOR THE CLEAVAGE OF THE D-MANNOSYL-L-GULOSE DISACCHARIDE FROM BLEOMYCIN-A2
KENANI, A
LAMBLIN, G
HENICHART, JP
CARBOHYDRATE RESEARCH, 1988, 177 : 81 - 89
[9] PREPARATION OF 2-O-(3-O-CARBAMOYL-ALPHA-D-MANNOPYRANOSYL)-L-GULOPYRANOSE - SYNTHETIC STUDY ON THE SUGAR MOIETY OF ANTITUMOR ANTIBIOTIC BLEOMYCIN
OSHITARI, T
KOBAYASHI, S
TETRAHEDRON LETTERS, 1995, 36 (07) : 1089 - 1092
[10] SYNTHETIC STUDIES TOWARD MAYTANSINOIDS .3. PREPARATION OF THE OPTICALLY-ACTIVE INTERMEDIATES FROM D-MANNOSE
ISOBE, M
ICHIKAWA, Y
KITAMURA, M
GOTO, T
CHEMISTRY LETTERS, 1981, (04) : 457 - 460

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