SYNTHETIC STUDIES OF CARBAPENEM AND PENEM ANTIBIOTICS .3. A SYNTHESIS OF A KEY INTERMEDIATE FOR 1-BETA-METHYLCARBAPENEM

被引:0
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作者
SASAKI, A [1 ]
MATSUMURA, H [1 ]
YANO, T [1 ]
TAKATA, S [1 ]
SUNAGAWA, M [1 ]
机构
[1] SUMITOMO PHARMACEUT CO LTD, RES LABS, 3-1-98 KASUGADE NAKA, KONOHANA KU, OSAKA 554, JAPAN
关键词
1-ALPHA-METHYLCARBAPENEM; 1-BETA-METHYLCARBAPENEM; (3S; 4S)-4-[(R)-1-CARBOXYETHYL]-3-[(R)-1-HYDROXYETHYL]-2-AZETIDINONE; STEREOSELECTIVE HYDROGENATION; STEREOSELECTIVE HYDROBORATION;
D O I
暂无
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
We synthesized useful intermediates 5 and 6 for 1-beta- and 1-alpha-methylcarbapenems from 4-carboxy-3-[(R)-1-hydroxyethyl]-2-azetidinone 4 as a starting material by using stereoselective hydrogenation and hydroboration, respectively. A practical synthetic route from 4 to the (3S,4S)4-[(R)-1-carboxyethyl]-3-[(R)-1-hydroxyethyl]-2-azetidinone derivative 1, a useful intermediate for the synthesis of 1-beta-methylcarbapenem antibiotics, was established.
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页码:1098 / 1104
页数:7
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