HETEROCYCLIC AMINO SUGAR DERIVATIVES .2. PREPARATION OF D-GLUCOPYRANOSIDO[2,3 - 4',5']-2'-OXAZOLIDINONES

被引:21
作者
MIYAI, K
GROSS, PH
机构
[1] Department of Chemistry, University of the Pacific, Stockton, California
关键词
D O I
10.1021/jo01258a023
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
trans-Fused oxazolidinone derivatives of glucosamine (benzyl 2-amino-4,6-0-benzylidene-2-deoxy-D-glucopyranoside-2,3-carbamates) could be obtained in three ways. A synthesis utilizing N,N′-carbonyldiimidazole gave the best results. The compounds prepared demonstrate the usefulness of trans-fused 2,3-carbamates as a novel protective group for amino sugars. © 1969, American Chemical Society. All rights reserved.
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页码:1638 / &
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共 20 条
  • [1] CYCLITOLS .9. CYCLOHEXYLIDENE DERIVATIVES OF MYOINOSITOL
    ANGYAL, SJ
    TATE, ME
    GERO, SD
    [J]. JOURNAL OF THE CHEMICAL SOCIETY, 1961, (SEP): : 4116 - &
  • [2] CYCLITOLS .12. FORMATION OF ISOPROPYLIDENE DERIVATIVES BY KETAL INTERCHANGE
    ANGYAL, SJ
    HOSKINSON, RM
    [J]. JOURNAL OF THE CHEMICAL SOCIETY, 1962, (AUG): : 2985 - &
  • [3] Bissett F.H., 1967, CARBOHYD RES, V5, P184
  • [4] POLYMERISATION OF FLAVANS .5. STEREOCHEMISTRY OF 2,3-TRANS-FLAVAN-3,4-DIOLS
    BOKADIA, MM
    BROWN, BR
    LOVE, CW
    SOMERFIELD, GA
    KOLKER, PL
    NEWBOULD, J
    WOOD, PM
    [J]. JOURNAL OF THE CHEMICAL SOCIETY, 1961, (OCT): : 4663 - &
  • [5] REACTION OF CYCLOHEXANE-1,2-DIOLS AND METHYL 4,6-O-BENZYLIDENE-ALPHA-D-GLUCO- AND GALACTO-PYRANOSIDE WITH METHYLENE HALIDES
    BRIMACOMBE, JS
    FOSTER, AB
    JONES, BD
    WILLARD, JJ
    [J]. JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1967, (22): : 2404 - +
  • [6] ACETYL DERIVATIVES OF MURAMIC ACID
    CARROLL, PM
    [J]. NATURE, 1963, 197 (486) : 694 - &
  • [7] DOANE W. M., 1967, CARBOHYD RES, V5, P366, DOI 10.1016/S0008-6215(00)80517-0
  • [8] Doane W. M., 1967, CARBOHYD RES, V4, P445, DOI DOI 10.1016/S0008-6215(00)81835-2
  • [9] DOANE WM, 1968, 155 NAT M AM CHEM SO, pC064
  • [10] Evans M. E., 1967, CARBOHYD RES, V3, P453