Facile synthesis of benzyl β-D-galactofuranoside.: A convenient intermediate for the synthesis of D-galactofuranose-containing molecules

被引:9
|
作者
Marino, Karina [1 ]
Baldoni, Luciana [1 ]
Marino, Carla [1 ]
机构
[1] Univ Buenos Aires, Fac Ciencias Exactas & Nat, Dept Quim Organ, CIHIDECAR CONICET, RA-1428 Buenos Aires, DF, Argentina
关键词
beta-D-galactofuranosides; benzyl galactofuranoside; exo-beta-D-galactofuranosidase substrate; Raney nickel;
D O I
10.1016/j.carres.2006.06.004
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
Benzyl beta-D-galactofurano side was efficiently obtained from 1,2,3,5,6-penta-O-benzoyl-alpha, beta-D-galactofuranose, via benzyl 2,3,5,6-tetra-O-benzoyl-beta-D-galactofuranoside. Conditions for the O-debenzylation were investigated in order to evaluate the synthetic application of the benzyl group as an anomeric protector of a galactofuranose moiety in synthetic strategies involving galactofuranose. (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2286 / 2289
页数:4
相关论文
共 50 条
  • [31] Convenient synthesis and characterization of molecules containing multiple β-keto ester units
    Belmar, Julio
    Ortiz, Leandro
    Ramirez, Denis
    Fuentes, Fabiola
    Parra, Maria
    Jimenez, Veronica A.
    Jiménez, Claudio A.
    TETRAHEDRON LETTERS, 2012, 53 (37) : 4984 - 4988
  • [32] PRESENCE OF D-GALACTOFURANOSE IN CAPSULAR POLYSACCHARIDE OF KLEBSIELLA SEROTYPE-K-41 - SYNTHESIS OF 5,6-DI-O-METHYL-D-GALACTOFURANOSE
    CHAMBAT, G
    JOSELEAU, JP
    LAPEYRE, M
    LEFEBVRE, A
    CARBOHYDRATE RESEARCH, 1978, 63 (JUN) : 323 - 326
  • [33] A FACILE SYNTHESIS OF 2.4-DI-O-BENZYL-L-FUCOSE FROM D-GLUCOSE
    AQEEL, A
    SATO, K
    HASHIMOTO, H
    YOSHIMURA, J
    JOURNAL OF CARBOHYDRATE CHEMISTRY, 1989, 8 (03) : 405 - 412
  • [34] Convenient synthesis of alkyl and phenylalkyl β-D-glucopyranosides using facile and novel biocatalysts of plant origin
    Yang, Rongling
    Wang, Zhaoyu
    Bi, Yanhong
    Jia, Jianbo
    Zhao, Xiangjie
    Liu, Xueming
    Du, Wenying
    INDUSTRIAL CROPS AND PRODUCTS, 2015, 74 : 918 - 924
  • [35] PHENYL GLYCOFURANOSIDES .2. SYNTHESIS OF PHENYL BETA-D-GLUCOFURANOSIDE AND PHENYL BETA-D-GALACTOFURANOSIDE
    JERKEMAN, P
    LINDBERG, B
    ACTA CHEMICA SCANDINAVICA, 1963, 17 (06): : 1709 - &
  • [36] FACILE SYNTHESIS OF BETA-D-MANNOPYRANOSIDES
    GAREGG, PJ
    IVERSEN, T
    CARBOHYDRATE RESEARCH, 1979, 70 (02) : C13 - C14
  • [37] A key intermediate for the convenient synthesis of series of vitamin D3 analogues with modified side chains
    Fall, Y
    Fernandez, C
    González, V
    Mouriño, A
    TETRAHEDRON LETTERS, 2001, 42 (44) : 7815 - 7817
  • [38] A CONVENIENT SYNTHESIS OF 1-DEOXY-D-TAGATOSE
    DILLS, WL
    COVEY, TR
    CARBOHYDRATE RESEARCH, 1981, 89 (02) : 338 - 341
  • [39] Convenient synthesis of 2-deoxy-D-glucofuranosides
    Arévalo, JM
    Simons, C
    JOURNAL OF CARBOHYDRATE CHEMISTRY, 1999, 18 (05) : 535 - 544
  • [40] Convenient synthesis of 2-deoxy-D-glucofuranosides
    Medicinal Chemistry Division, Welsh School of Pharmacy, Cardiff University, Cardiff CF1 3XF, United Kingdom
    J. Carbohydr. Chem., 5 (535-544):