THE SYNTHESIS OF 2-O-ALPHA-D-GALACTOPYRANOSYL-D-GALACTOPYRANOSE AND 2-O-(2-O-ALPHA-D-GALACTOPYRANOSYL-ALPHA-D-GALACTOPYRANOSYL)-D-GLUCOPYRANOSE UNDECA-ACETATE

被引:13
作者
DOBOSZEWSKI, B
ZAMOJSKI, A
机构
关键词
D O I
10.1016/0008-6215(84)85061-2
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 synthesis of 2-O-.alpha.-D-galactopyranosyl-D-galactopyranose was accomplished by condensation of 2,3,4,6-tetra-O-benzyl-.alpha.-D-galactopyranosyl chloride with 2,2,2-trichloroethyl 3,4,6-tri-O-benzyl-.alpha.-D-galactopyranoside in the presence of mercuric cyanide. The title trisaccharide undecaacetate was prepared by condensing 1,3,4,6-tetra-O-acetyl-2-O-(3,4,6-tri-O-acetyl-.alpha.-D-galactopyranosyl)-.alpha.-D-glucopyranose with 2,3,4,6-tetra-O-benzyl-.alpha.-D-galactopyranosyl chloride or bromide in the presence of various glycosidation catalysts, followed by debenzylation and acetylation.
引用
收藏
页码:29 / 38
页数:10
相关论文
共 38 条
[1]   NUCLEOSIDE 3'-PHOSPHOTRIESTERS AS KEY INTERMEDIATES FOR OLIGORIBONUCLEOTIDE SYNTHESIS .4. NEW METHOD FOR REMOVAL OF 2,2,2-TRICHLOROETHYL GROUP AND P-31-NMR AS A NEW TOOL FOR ANALYSIS OF DEBLOCKING OF INTERNUCLEOTIDE PHOSPHATE PROTECTING GROUPS [J].
ADAMIAK, RW ;
BIALA, E ;
GRZESKOWIAK, K ;
KIERZEK, R ;
KRASZEWSKI, A ;
MARKIEWICZ, WT ;
STAWINSKI, J ;
WIEWIOROWSKI, M .
NUCLEIC ACIDS RESEARCH, 1977, 4 (07) :2321-2329
[2]   KOENIGS-KNORR SYNTHESES OF SOME ALPHA-1 -] 2 AND BETA-1 -] 2 LINKED NITRO DISACCHARIDES .34. [J].
BAER, HH ;
FRECHET, JMJ ;
WILLIAMS, U .
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1974, 52 (19) :3337-3342
[3]  
BALL DH, 1958, J CHEM SOC, P905
[4]   NEW SYNTHESIS OF 3-O-BETA-D-GALACTOPYRANOSYL-D-GALACTOSE [J].
BENZINGNGUYEN, L ;
RODEN, L .
CARBOHYDRATE RESEARCH, 1977, 53 (01) :123-128
[5]   SYNTHESEN NICHTREDUZIERENDER DISACCHARIDE [J].
BREDERECK, H ;
HOSCHELE, G ;
RUCK, K .
CHEMISCHE BERICHTE-RECUEIL, 1953, 86 (10) :1277-1286
[6]  
BREITMAIER E, 1974, 13C NMR SPECTROSCOPY, P224
[7]  
CHACONFUERTES ME, 1975, CARBOHYD RES, V43, P51
[8]   ENZYMIC POLYMERIZATION OF MONOSACCHARIDES .I. ENZYMIC POLYMERIZATION OF D-GALACTOSE [J].
CLANCY, MJ ;
WHELAN, WJ .
ARCHIVES OF BIOCHEMISTRY AND BIOPHYSICS, 1967, 118 (03) :724-&
[9]   SYNTHESIS OF 4-O-BETA-D-GALACTOPYRANOSYL-D-GALACTOSE [J].
CURTIS, EJC ;
JONES, JKN .
CANADIAN JOURNAL OF CHEMISTRY, 1965, 43 (09) :2508-&
[10]  
DEREVITSKAYA VA, 1978, IAN SSSR KH, P450