A NEW CHEMICAL SYNTHESIS OF ALPHA,ALPHA-TREHALOSE

被引：24

作者：

CHITTEND.GJ

机构：

[1] Microbiological Chemistry Research Laboratory, Department of Organic Chemistry, University of Newcastle upon Tyne Great Britain

来源：

CARBOHYDRATE RESEARCH | 1969年 / 9卷 / 03期

关键词：

D O I：

10.1016/S0008-6215(00)80170-6

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：

2,3,4,6-Tetra-O-benzyl-d-glucopyranose has been treated with 2 equivalents of the corresponding glycosyl chloride under modified Koenigs-Knorr reaction conditions. Hydrogenolysis of the protecting groups of the syrupy product, followed by chromatography on Dowex-1 (HO-) resin gave α,α-trehalose (α-d-glucopyranosyl α-d-glucopyranoside) and α,β-trehalose (α-d-glucopyranosyl β-d-glucopyranoside) in yields of 18 and 2%, respectively. © 1969.

引用

页码：323 / &

共 20 条

[1] SEPARATION OF ISOMERIC GLYCOSIDES ON BASIC ION-EXCHANGE RESINS
AUSTIN, PW
BADDILEY, J
HARDY, FE
BUCHANAN, JG
[J]. JOURNAL OF THE CHEMICAL SOCIETY, 1963, (NOV): : 5350 - &
[2] 2,3,4,6-TETRA-OMICRON-BENZYL-D-GLUCOSYL CHLORIDE + ITS USE IN SYNTHESIS OF ALPHA- + BETA-ANOMERS OF 2-OMICRON-D-GLUCOSYLGLYCEROL + 4-OMICRON-D-GLUCOSYL-D-RIBITOL
AUSTIN, PW
BUCHANAN, JG
HARDY, FE
BADDILEY, J
[J]. JOURNAL OF THE CHEMICAL SOCIETY, 1964, (JUN): : 2128 - &
[3] 2,3,46-TETRA-O-BENZYL-D-GALACTOSYL CHLORIDE AND ITS USE IN SYNTHESIS OF ALPHA- AND BETA-D-GALACTOPYRANOSIDES
AUSTIN, PW
HARDY, FE
BUCHANAN, JG
BADDILEY, J
[J]. JOURNAL OF THE CHEMICAL SOCIETY, 1965, (FEB): : 1419 - &
[4] BADDILEY J, 1956, J CHEM SOC, P2818
[5] BIRCH GG, 1963, ADV CARBOHYD CHEM, V18, P201
[6] THE CHEMICAL SYNTHESIS OF POLYSACCHARIDES .2. THE CHEMICAL SYNTHESIS OF NIGEROSE
HAQ, S
WHELAN, WJ
[J]. JOURNAL OF THE CHEMICAL SOCIETY, 1958, (APR): : 1342 - 1346
[7] CHEMICAL SYNTHESIS
HAQ, S
WHELAN, WJ
[J]. NATURE, 1956, 178 (4544) : 1222 - 1223
[8] IDENTIFICATION OF CARBOHYDRATES GIVING DERIVATIVES OF MALONALDEHYDE ON OXIDATION WITH SODIUM PERIODATE
HARDY, FE
BUCHANAN, JG
[J]. JOURNAL OF THE CHEMICAL SOCIETY, 1963, (DEC): : 5881 - &
[9] Haworth W. N., 1931, J CHEM SOC, P2847
[10] THE GLYCOSYL HALIDES AND THEIR DERIVATIVES
HAYNES, LJ
NEWTH, FH
[J]. ADVANCES IN CARBOHYDRATE CHEMISTRY, 1955, 10 : 207 - 256

← 1 2 →