title: A practical synthesis of 3-[(1R)-1-t-butyldimethylsilyloxyethyl]-4-[(2R)- 4-halo-3-oxo-2-butyl]azetidinone, a versatile intermediate for carbapenem antibiotics.
abstract: A key intermediate for 2-(functionalized-methyl)-1-beta-methylcarbapenems, 3-[(1R)-1-t-butyldimethylsilyloxyethyl]-4-[(2R)- 4-halo-3-oxo-2-butyl]azetidinone, was prepared efficiently from a commercially available carboxylic acid in 3 steps.
authors.affiliation: Department of Process Research, Merck Research Laboratories, Merck & Co., Inc., Rahway, New Jersey 07065, USA.
authors.forename: C
authors.initials: C
authors.lastname: Yang
authors.forename: N
authors.initials: N
authors.lastname: Yasuda
mesh_terms: D001384:Azetidines / Q000737:chemistry*; D015780:Carbapenems / Q000138:chemical synthesis*; D007202:Indicators and Reagents; D017646:Organosilicon Compounds / Q000737:chemistry*
chemical_list: C116735:3-(1-tert-butyldimethylsilyloxyethyl)--4-(4-chloro-3-oxo-2-butyl)azetidinone; C116734:3-(1-tert-butyldimethylsilyloxyethyl)-4-(4-bromo-3-oxo-2-butyl)azetidinone; D001384:Azetidines; D015780:Carbapenems; D007202:Indicators and Reagents; D017646:Organosilicon Compounds