Novel efficient synthesis of 1-azabicyclo[1.1.0]butane and its application to the synthesis of 1-(1,3-thiazolin-2-yl)azetidine-3-thiol useful for the pendant moiety of an oral 1β-methylcarbapenem antibiotic L-084

被引:48
作者
Hayashi, K
Sato, C
Hiki, S
Kumagai, H
Tamai, S
Abe, T
Nagao, Y
机构
[1] Univ Tokushima, Fac Pharmaceut Sci, Tokushima 7708505, Japan
[2] Wyeth Lederle Japan Ltd, Med Res Labs, Kashiwa, Chiba 3538511, Japan
关键词
aza compound; azetidines; cyclization; thiazolines;
D O I
10.1016/S0040-4039(99)00603-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
1-Azabicyclo[1.1.0]butane 2 was successfully synthesized by treatment of 2,3-dibromopropylamine hydrobromide 4 with organolithium compounds and was readily converted to 1-(1,3-thiazolin-2-yl)azetidine-3-thiol hydrochloride 1 and versatile azetidine derivatives 9 and 10. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:3761 / 3764
页数:4
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