EFFICIENT PATHWAYS TO (R)-5-HYDROXYMETHYL-2-OXAZOLIDINONE AND (S)-5-HYDROXYMETHYL-2-OXAZOLIDINONE AND SOME DERIVATIVES

被引:46
作者
DANIELMEIER, K [1 ]
STECKHAN, E [1 ]
机构
[1] UNIV BONN,INST ORGAN CHEM & BIOCHEM,D-53121 BONN,GERMANY
关键词
D O I
10.1016/0957-4166(95)00144-E
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
2-Oxazolidinones are a very interesting class of compounds due to their various pharmacological effects. Two new syntheses of enantiomerically pure (R)- and (S)-5-hydrolymethyl-2-oxazolidinone have been developed starting with D- mannitol, L-ascorbic acid and (R)- or (S)-malic acid. (R)- and (S)-5-hydroxylmethyl-2-oxazolidinone have been used to synthesize some new homochiral 2-oxazolidinone derivatives.
引用
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页码:1181 / 1190
页数:10
相关论文
共 31 条
  • [1] AFILI NA, 1989, VET MED J GIZA, V37, P299
  • [2] ALBRIGHT JD, 1992, Patent No. 473175
  • [3] Brittelli D.R., 1990, DRUGS EXP CHIM RES, V16, P149
  • [4] AN EFFICIENT SYNTHESIS OF (R)-(+)-PROPRANOLOL AND (S)-(-)-PROPRANOLOL FROM RESOLVED 5-IODOMETHYLOXAZOLIDIN-2-ONES
    CARDILLO, G
    ORENA, M
    SANDRI, S
    TOMASINI, C
    [J]. TETRAHEDRON, 1987, 43 (11) : 2505 - 2512
  • [5] DELCORRAL LF, 1992, Patent No. 5162354
  • [6] TOTAL SYNTHESIS OF THE MACROLIDE ANTIBIOTIC RUTAMYCIN-B
    EVANS, DA
    NG, HP
    RIEGER, DL
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (24) : 11446 - 11459
  • [7] FUJISAWA T, 1989, TETRAHEDRON LETT, V30, P3701
  • [8] GOTTSCHLICH C, 1992, TETRAHEDRON-ASYMMETR, V2, P165
  • [9] ANTIBACTERIALS - SYNTHESIS AND STRUCTURE ACTIVITY STUDIES OF 3-ARYL-2-OXOOXAZOLIDINES .1. THE B-GROUP
    GREGORY, WA
    BRITTELLI, DR
    WANG, CLJ
    WUONOLA, MA
    MCRIPLEY, RJ
    EUSTICE, DC
    EBERLY, VS
    BARTHOLOMEW, PT
    SLEE, AM
    FORBES, M
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 1989, 32 (08) : 1673 - 1681
  • [10] GUBERT S, 1987, ARZNEIMITTEL-FORSCH, V37-2, P1103