Online article for Non-subscribers

Pay per view

Heterocycles has a pay-per-view service for Non-subscribers.
You will be able to directly purchase the full text article through PayPal.
Your purchased Paper can be downloaded after the payment is completed.
An e-mail will be sent the URL to download the paper.
If you have any questions, please contact: purchase@heterocycles.com

Price: ¥ 4,400 (Yen only)
Period: This Article can be accessed for 7 days.

Communication | Regular issue | Vol 14, No. 4, 1980, pp.403-406
Published online, 1st January, 1970
DOI: 10.3987/R-1980-04-0403
An Improved Synthesis of an Intermediate for Thienamycin Synthesis

Tetsuji Kametani,* Takayasu Nagahara, Yukio Suzuki, Shuichi Yokohama, Shyh-Pyng Huang, and Masataka Ihara

*Pharmaceutical Institute, Tohoku University, Aobayama, Sendai 980-8578, Japan

Abstract

Methyl 3-amino-5-hydroxy-1,1-dimethoxyhexane-4-carboxylate (2) was converted into trans- and cis-azetidinones (3 and 10) by sequential trimethylsilylation, cyclisation with Grignard reagent, and deblocking. The corresponding tert-butyl ester (15), prepared via the isoxazoline derivative (13), was selectively transformed into the trans-β-lactam (3), a synthetic intermediate of thienamycin, by the same reaction sequence.