OXIDATION OF METHYL 4,6-O-ISOPROPYLIDENE-ALPHA-D-GLUCOPYRANOSIDE AS A MODEL-COMPOUND FOR STARCH

被引：3

作者：

ARTS, SJHF ^{[1
]}

VANRANTWIJK, F ^{[1
]}

SHELDON, RA ^{[1
]}

机构：

[1] DELFT UNIV TECHNOL,ORGAN CHEM & CATALYSIS LAB,2628 BL DELFT,NETHERLANDS

来源：

JOURNAL OF CARBOHYDRATE CHEMISTRY | 1994年 / 13卷 / 06期

关键词：

D O I：

10.1080/07328309408011685

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

The oxidation of methyl 4,6-O-isopropylidene-alpha-D-glucopyranoside (1) via various routes to the dicarboxylate 2 is described. This reaction is used as a model for the oxidation of starch to dicarboxylic starch, a material with very promising properties as a cobuilder in detergents. The best oxidant found for C-2-C-3 cleavage was RuO4, prepared in situ by oxidation of a catalytic amount of Ru-III with NaOCl.

引用

页码：851 / 857

页数：7

共 24 条

[1] A NEW FAMILY OF MESOPOROUS MOLECULAR-SIEVES PREPARED WITH LIQUID-CRYSTAL TEMPLATES
BECK, JS
VARTULI, JC
ROTH, WJ
LEONOWICZ, ME
KRESGE, CT
SCHMITT, KD
CHU, CTW
OLSON, DH
SHEPPARD, EW
MCCULLEN, SB
HIGGINS, JB
SCHLENKER, JL
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (27) : 10834 - 10843
[2] BESEMER AC, 1991, Patent No. 427349
[3] REACTION OF ISOPROPENYL METHYL-ETHER WITH ALDOHEXOSES AND THEIR DERIVATIVES
COPELAND, C
STICK, RV
[J]. AUSTRALIAN JOURNAL OF CHEMISTRY, 1978, 31 (06) : 1371 - 1374
[4] DASGUPTA F, 1980, INDIAN J CHEM B, V19, P1056
[5] PREPARATIVE ACETONATION OF PYRANOID, VICINAL TRANS-GLYCOLS UNDER KINETIC CONTROL - METHYL 2,3-4,6-DI-O-ISOPROPYLIDENE-ALPHA-D-GLUCOPYRANOSIDE AND 2,3-4,6-DI-O-ISOPROPYLIDENE-BETA-D-GLUCOPYRANOSIDE
DEBOST, JL
GELAS, J
HORTON, D
MOLS, O
[J]. CARBOHYDRATE RESEARCH, 1984, 125 (02) : 329 - 335
[6] A NEW CONVENIENT METHOD FOR THE SYNTHESIS OF CHIRAL C3-SYNTHONS
EMONS, CHH
KUSTER, BFM
VEKEMANS, JAJM
SHELDON, RA
[J]. TETRAHEDRON-ASYMMETRY, 1991, 2 (05) : 359 - 362
[7] EMONS CHH, 1992, THESIS TU EINDHOVEN, P69
[8] CATALYTIC OXIDATIVE CLEAVAGE OF VICINAL DIOLS AND RELATED OXIDATIONS BY RUTHENIUM PYROCHLORE OXIDES - NEW CATALYSTS FOR LOW-TEMPERATURE OXIDATIONS WITH MOLECULAR-OXYGEN
FELTHOUSE, TR
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (24) : 7566 - 7568
[9] FLOOR M, 1988, Patent No. 8802907
[10] Gore E.S., 1983, PLATIN MET REV, V27, P111

← 1 2 3 →