Dichloromethane → HCID 70507342, compound

Participants

Reaction Steps

Pivaloyloxymethyl 2-methyl-1-oxo-6-[2-phenyl-2-(4-ethyl-2,3-dioxopiperazine-1-carboxamido)acetamido]carbapenam-3-carboxylate (103 mg., 0.16 mmole) in 10 ml. of methylene chloride was reacted with tetrabutylammonium borohydride (11 mg., 0.04 mmole) at -78° C. After 15 minutes tlc (ethyl acetate) indicated reduction was complete. Isolation according to Example 3, except using 1:1 chloroform:ethyl acetate as eluant in the chromatography, afforded pivaloyloxymethyl 1-hydroxy-2-methyl-6-[2-phenyl-2-(4-ethyl-2,3-dioxopiperazine-1-carboxamido)acetamido]carbapenam-3-carboxylate [15 mg., 15%; ir (CH2Cl2) 1775, 1760, 1720, 1690 cm-1 ; Rf 0.0 (ethyl acetate)].

Provenance & Evidence