SYNTHESIS AND ANTIBACTERIAL ACTIVITY OF 2-FUNCTIONALIZED-VINYL 1-BETA-METHYLCARBAPENEMS AND RELATED-COMPOUNDS

被引：9
|
作者：
IMUTA, M
ITANI, H
NISHI, K
ONA, H
UYEO, S
KIMURA, Y
机构：
[1] Shionogi Research Laboratories, Shionogi and Co., Ltd., Fukushima-ku, Osaka, 553, Sagisu
来源：
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 1993年 / 3卷 / 11期
关键词：
D O I：
10.1016/S0960-894X(01)80925-2
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
The synthesis and antibacterial activity of the title compounds are described. Both 2-hydroxymethyl and 2-hydroxypropenyl carbapenems (3 and 14) served as the common key intermediates for the preparation of these compounds. The characteristic antibacterial activity was observed in the three types (A, B, and C) of derivatives prepared.
引用
收藏
页码：2199 / 2204
页数：6
相关论文
共 50 条
  • [1] THE SYNTHESIS OF 2-(FUNCTIONALIZED METHYL)-1-BETA-METHYLCARBAPENEMS
    SCHMITT, SM
    SALZMANN, TN
    SHIH, DH
    CHRISTENSEN, BG
    JOURNAL OF ANTIBIOTICS, 1988, 41 (06): : 780 - 787
  • [2] STEREOSELECTIVE SYNTHESIS OF A PRECURSOR OF 1-BETA-METHYLCARBAPENEMS
    KITAMURA, M
    NAGAI, K
    HSIAO, Y
    NOYORI, R
    TETRAHEDRON LETTERS, 1990, 31 (04) : 549 - 552
  • [3] Synthesis and antibacterial activity of 2α-functionalized 1β-methylcarbapenems related to KR-21012
    Kwak, HJ
    Pyun, DK
    Kim, JH
    Kim, EJ
    Jeong, HJ
    Kim, BJ
    Lee, CH
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2000, 10 (04) : 333 - 336
  • [4] Highly stereoselective and practical synthesis of a key intermediate for 1-beta-methylcarbapenems
    Yamanaka, T
    Seki, M
    Kuroda, T
    Ohmizu, H
    Iwasaki, T
    TETRAHEDRON LETTERS, 1996, 37 (28) : 4967 - 4968
  • [5] A SIMPLE AND PRACTICAL SYNTHESIS OF 1-BETA-METHYLCARBAPENEMS BASED ON THE COUNTERATTACK STRATEGY
    SEKI, M
    KONDO, K
    IWASAKI, T
    SYNLETT, 1995, (04) : 315 - 316
  • [6] SYNTHESIS AND BIOLOGICAL PROPERTIES OF 1-BETA-METHYLCARBAPENEMS WITH N-METHYLPYRROLIDINYLTHIO GROUP AT C-2 POSITION
    SUNAGAWA, M
    MATSUMURA, H
    INOUE, T
    YAMAGA, H
    FUKASAWA, M
    JOURNAL OF ANTIBIOTICS, 1992, 45 (06): : 971 - 976
  • [7] NOVEL AND EFFICIENT SYNTHESIS OF 1-BETA-METHYLCARBAPENEMS UTILIZING CYCLIZATION OF HYPERVALENT IODONIUM YLIDES
    KUME, M
    KUBOTA, T
    ISO, Y
    TETRAHEDRON LETTERS, 1995, 36 (44) : 8043 - 8046
  • [8] CARBAPENEM AND PENEM ANTIBIOTICS .5. SYNTHESIS AND ANTIBACTERIAL ACTIVITY OF 2-FUNCTIONALIZED-METHYL 1-METHYLCARBAPENEMS RELATED TO ASPARENOMYCINS
    IMUTA, M
    UYEO, S
    YOSHIDA, T
    CHEMICAL & PHARMACEUTICAL BULLETIN, 1991, 39 (03) : 658 - 662
  • [9] A NEW SYNTHESIS OF 1-BETA-METHYLCARBAPENEMS USING NBS-PROMOTED CYCLIZATION AS A KEY STEP
    SAKURAI, O
    TAKAHASHI, M
    OGIKU, T
    HAYASHI, M
    HORIKAWA, H
    IWASAKI, T
    TETRAHEDRON LETTERS, 1994, 35 (34) : 6317 - 6320
  • [10] SIMPLE AND PRACTICAL DEPROTECTION OF TERT-BUTYLDIMETHYLSILYL ETHER AND ALLYL ESTER IN THE SYNTHESIS OF 1-BETA-METHYLCARBAPENEMS
    SEKI, M
    KONDO, K
    KURODA, T
    YAMANAKA, T
    IWASAKI, T
    SYNLETT, 1995, (06) : 609 - 611
12345