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Communication | Regular issue | Vol 16, No. 4, 1981, pp.539-547
Published online, 1st January, 1970
DOI: 10.3987/R-1981-04-0539
Stereoselective Conversions of cis-4-(2’,2’-Dimethoxyethyl)-3-[(1’S*)-1’-hydroxyethyl]-2-azetidinone into the Corresponding trans-(1’R*)- and (1’S*)-Azetidinones

Tetsuji Kametani,* Takayasu Nagahara, and Masataka Ihara

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

Abstract

Stereoselective conversions of cis-4-(2’,2’-dimethoxyethyl)-3-[(1’S*)-1’-hydroxyethyl]-2-azetidinone into the corresponding trans-(1’R*)- and (1’S*)-azetidinones were achieved by the modification of the Merck’s method. Furthermore, selective protection of the secondary amide group of the β-lactam ring and the hydroxyl group on the same molecule with dimethyl-tert.-butylsilyl group is also described.