74480-48-1Relevant academic research and scientific papers
Synthesis of t-Butyl 2-(2-Methoxycarbonyl-1-methylethylidene)penam-3-carboxylates; Clavulanic Acid Analogues
Smale, Terence C.
, p. 187 - 190 (2007/10/02)
4-Acetonylthioazetidin-2-one (2) has been converted in three steps into t-butyl 2-acetylpenam-3-carboxylates (5) and (6).Wittig reaction on these produced t-butyl 2-(2-methoxycarbonyl-1-methylvinyl)penam-3-carboxylates (9) and (10), which were transformed by base catalysis into three racemic isomers of the title compound.Stereochemistry of the products was deduced by n.m.r. spectroscopy, including N.O.E. studies.
