title: Preparation of crystalline p-nitrobenzyl 2-formyl carbapenems by oxidative cleavage.
abstract: Crystalline 1beta-methyl-2-formyl carbapenem pNB esters were prepared by osmium-mediated oxidative cleavage of the corresponding 2-vinyl derivatives. Reduction of the 2-formyl compounds gave the corresponding 2-hydroxymethyl derivatives, which are key intermediates for the anti-MRS carbapenem candidate (1).
authors.affiliation: Department of Process Research, Merck Research Laboratories, Rahway, NJ 07065, USA.
authors.forename: Y
authors.initials: Y
authors.lastname: Hsiao
authors.forename: K M
authors.initials: KM
authors.lastname: Wells
authors.forename: C
authors.initials: C
authors.lastname: Yang
authors.forename: M S
authors.initials: MS
authors.lastname: Jensen
authors.forename: J Y
authors.initials: JY
authors.lastname: Chung
authors.forename: N
authors.initials: N
authors.lastname: Yasuda
authors.forename: D L
authors.initials: DL
authors.lastname: Hughes
mesh_terms: D000447:Aldehydes / Q000737:chemistry; D015780:Carbapenems / Q000138:chemical synthesis*; D006863:Hydrogen-Ion Concentration; D009992:Osmium / Q000494:pharmacology*; D013997:Time Factors
chemical_list: D000447:Aldehydes; D015780:Carbapenems; D009992:Osmium