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.
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页码:29 / 38
页数:10
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  • [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
    ADAMIAK, RW
    BIALA, E
    GRZESKOWIAK, K
    KIERZEK, R
    KRASZEWSKI, A
    MARKIEWICZ, WT
    STAWINSKI, J
    WIEWIOROWSKI, M
    [J]. 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.
    BAER, HH
    FRECHET, JMJ
    WILLIAMS, U
    [J]. 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
    BENZINGNGUYEN, L
    RODEN, L
    [J]. CARBOHYDRATE RESEARCH, 1977, 53 (01) : 123 - 128
  • [5] SYNTHESEN NICHTREDUZIERENDER DISACCHARIDE
    BREDERECK, H
    HOSCHELE, G
    RUCK, K
    [J]. 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
    CLANCY, MJ
    WHELAN, WJ
    [J]. ARCHIVES OF BIOCHEMISTRY AND BIOPHYSICS, 1967, 118 (03) : 724 - &
  • [9] SYNTHESIS OF 4-O-BETA-D-GALACTOPYRANOSYL-D-GALACTOSE
    CURTIS, EJC
    JONES, JKN
    [J]. CANADIAN JOURNAL OF CHEMISTRY, 1965, 43 (09): : 2508 - &
  • [10] DEREVITSKAYA VA, 1978, IAN SSSR KH, P450