Efficient synthesis of 1,2,3,4,6-penta-O-acetyl-L-idopyranose

被引：12

作者：

Hung, SC ^{[1
]}

Chen, CS

机构：

[1] Acad Sinica, Inst Chem, Taipei 11529, Taiwan

[2] Natl Tsing Hua Univ, Dept Chem, Hsinchu 30043, Taiwan

来源：

JOURNAL OF THE CHINESE CHEMICAL SOCIETY | 2000年 / 47卷 / 06期

关键词：

L-idopyranoses; 1,6-anhydro-L-idopyranoses; acetolysis;

D O I：

10.1002/jccs.200000173

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

An efficient synthesis of 1,2,3,4,6-penta- O-acetyl-L-idopyranose 2 from 3,5-O-benzylidene-1,2-O-isopropylidene lidene-alpha -D-glucofuranose in five steps in 45 % overall yield via hydroboration of enol ether, hydrolysis of L-idofuranosyl sugar and acetolysis of 1,6-anhydro-beta -L-idopyranose as key steps is described here.

引用

页码：1257 / 1262

页数：6

共 3 条

[1] Synthesis of 3-C-(6-O-acetyl-2,3,4-tri-O-benzyl-α-D-mannopyranosyl)-l-propene:: a caveat
Girard, C
Miramon, ML
de Solminihac, T
Herscovici, J
CARBOHYDRATE RESEARCH, 2002, 337 (19) : 1769 - 1774
[2] Sulfuric acid-catalyzed acetolysis of anomeric ethyl 2,3,4,6-tetra-O-acetyl-D-glucopyranosides: Kinetics and mechanism
Kaczmarek, J
Preyss, M
Lonnberg, H
Szafranek, J
CARBOHYDRATE RESEARCH, 1995, 279 : 107 - 116
[3] Sulfuric acid-catalyzed acetolysis of anomeric methyl 2,3,4,6-tetra-O-acetyl-D-mannopyranosides:: kinetics and mechanism
Kaczmarek, J
Kaczynski, Z
Trumpakaj, Z
Szafranek, J
Bogalecka, M
Lönnberg, H
CARBOHYDRATE RESEARCH, 2000, 325 (01) : 16 - 29

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