Tetrabutylammonium borohydride → HCID 70507546, compound

Participants

Reaction Steps

Pivaloyloxymethyl 6-methoxy-2-methyl-1-oxo-6-(2-phenoxyacetamido)carbapenam-3-carboxylate (79 mg., 0.17 mmole) in 10 ml. of methylene chloride was reduced at -78° C. with tetrabutylammonium borohydride (11 mg., 0.04 mmole), the reaction monitored, and crude product isolated according to Example 3. Chromatography on silica gel (3:1 methylene chloride:ethyl acetate as eluant), monitored by ir, gave pivaloyloxymethyl 1-hydroxy-6-methoxy-2-methyl-6-(2-phenoxyacetamido)carbapenam-3-carboxylate [9.8 mg., 12%; Rf 0.3 (4:1 chloroform:ethyl acetate); ir (CH2Cl2) 1770, 1750, 1670 cm-1 ].

Provenance & Evidence