Water → HCID 71009538, compound

Participants

Reaction Conditions

Reaction Steps

Lithium triethylborohydride (1N in THF, 2.06 mL, 2.06 mmol) was added at 0° C. to a solution of (1R,3S,5S)-3-(3-chloro-2-fluoro-benzylcarbamoyl)-5-methanesulfonyloxymethyl-2-aza-bicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester (385 mg, 0.67 mmol) in THF (6.8 mL) under argon atmosphere. The solution was stirred 10 min at 0° C., then poured into cold water and extracted with EtOAc (×2). The combined organic extracts were dried (Na2SO4), filtered and concentrated. The crude residue was purified by flash column chromatography on silica gel (c-hexane to c-hexane/EtOAc 75:25). TLC, Rf (c-hexane/EtOAc 1:1)=0.55; MS (UPLC/MS): 383.3/385.3 [M+H]+, 427.5/429.4 [M+HCOO]−; tR (HPLC conditions f): 2.24 min.

Provenance & Evidence