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:

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

Communication | Regular issue | Vol 12, No. 5, 1979, pp.669-679
Published online, 1st January, 1970
DOI: 10.3987/R-1979-05-0669
Synthetic Studies on β-Lactam Antibiotics III. Synthesis of New Bicyclic β-Lactam Ring System, 12-Oxo-4,8-dithia-1-azabicyclo[8.2.0]dodec-2-enes

Tetsuji Kametani,* Shuichi Yokohama, Yuichi Shiratori, Fumio Satoh, Masataka Ihara, and Keiichiro Fukumoto

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


N-(α-Ethoxycarbonyl-β,β-diethoxyethyl)-3-phenyl-4-styryl-2-azetidinone (2) was converted to 2-ethoxycarbonyl-12-oxo-11-phenyl-4,8-dithia-1-azabicyclo[8.2.0]dodec-2-ene (11) by the following reactions, namely ozonolysis, reduction, tosylation, thioacetalisation and halogenation. Similarly, 2-ethoxycarbonyl-12-oxo-4,8-dithia-1-azabicyclo[8.2.0]dodec-2-ene (12) was synthesised from N-(α-ethoxycarbonyl-β,β-diethoxyethyl)-4-styryl-3-thiophenoxy-2-azetidinone (3).