SYNTHESIS OF NATURALLY-OCCURRING LD-HEPP CONTAINING DISACCHARIDES

被引:11
|
作者
BOONS, GJPH
STEYGER, R
OVERHAND, M
VANDERMAREL, GA
VANBOOM, JH
机构
[1] Gorlaeus Laboratories, 2300, RA Leiden
关键词
D O I
10.1080/07328309108543968
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
Diastereoselective hydroxymethylation of a suitably protected a-D-manno-hexodialdo-1,5-pyranoside with the Grignard reagent derived from (phenyldimethylsilyl)methyl chloride gives, after additional protecting group manipulations, an easy access to one donor and two acceptors of LD-Hepp. The latter derivatives could be applied successfully for the preparation of the disaccharides alpha-D-GlcpN-(1-7)-L-alpha-D-Hepp-OMe and L-alpha-D-Hepp-(1-6)-L-alpha-D-Hepp-OMe.
引用
收藏
页码:995 / 1007
页数:13
相关论文
共 50 条
  • [41] NATURALLY-OCCURRING CADINENES
    BORDOLOI, M
    SHUKLA, VS
    NATH, SC
    SHARMA, RP
    PHYTOCHEMISTRY, 1989, 28 (08) : 2007 - 2037
  • [42] NATURALLY-OCCURRING NEMATICIDES
    CHITWOOD, DJ
    ACS SYMPOSIUM SERIES, 1993, 524 : 300 - 315
  • [43] NATURALLY-OCCURRING NEMATICIDES
    CHITWOOD, DJ
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1992, 203 : 177 - AGRO
  • [44] NATURALLY-OCCURRING FIBRES
    TURNER, AJ
    CHEMISTRY & INDUSTRY, 1952, (39) : 944 - 945
  • [45] NATURALLY-OCCURRING TOXICANTS
    不详
    FOOD AND CHEMICAL TOXICOLOGY, 1994, 32 (10) : 999 - 1000
  • [46] SYNTHESIS OF LD-HEPP AND KDO CONTAINING DISACCHARIDE AND TETRASACCHARIDE DERIVATIVES OF NEISSERIA-MENINGITIDIS INNER-CORE REGION VIA IODONIUM ION PROMOTED GLYCOSIDATIONS
    BOONS, GJPH
    VANDELFT, FL
    VANDERKLEIN, PAM
    VANDERMAREL, GA
    VANBOOM, JH
    TETRAHEDRON, 1992, 48 (05) : 885 - 904
  • [47] SYNTHESIS OF NATURALLY-OCCURRING 4-ALKYLIDENEGLUTAMIC ACIDS
    MOODY, CM
    YOUNG, DW
    TETRAHEDRON LETTERS, 1993, 34 (29) : 4667 - 4670
  • [48] NATURALLY-OCCURRING DIBENZOFURANS .1. A SYNTHESIS OF CANNABIFURAN
    SARGENT, MV
    STRANSKY, PO
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1982, (07): : 1605 - 1610
  • [49] SYNTHESIS OF NATURALLY-OCCURRING HELMINTHIC PHOSPHODIESTERS AND RELATED ANALOGS
    EUERBY, MR
    GIBBONS, WA
    PARTRIDGE, LZ
    PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 1987, 30 (3-4): : 821 - 821
  • [50] A TOTAL SYNTHESIS OF THE NATURALLY-OCCURRING NUCLEOSIDE, MYCALISINE-A
    MEADE, EA
    TOWNSEND, LB
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1988, 195 : 22 - MEDI