Preparation of crystalline p-nitrobenzyl 2-formyl carbapenems by oxidative cleavage.
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).
Hsiao
Y
Y
Department of Process Research, Merck Research Laboratories, Rahway, NJ 07065, USA.
Wells
K M
KM
Yang
C
C
Jensen
M S
MS
Chung
J Y
JY
Yasuda
N
N
Hughes
D L
DL
D000447:Aldehydes / Q000737:chemistry; D015780:Carbapenems / Q000138:chemical synthesis*; D006863:Hydrogen-Ion Concentration; D009992:Osmium / Q000494:pharmacology*; D013997:Time Factors
D000447:Aldehydes; D015780:Carbapenems; D009992:Osmium