Triethylsilane → HCID 86584843, compound

Participants

Reaction Steps

250 mg (0.42 mmol) (2S,4R)-2-[[tert-butoxycarbonylmethyl-(2,5-difluoro-benzyl)-amino]-methyl]-4-(4-methoxy-benzylsulfanyl)-pyrrolidine-1-carboxylic acid butyl ester were treated with 670 μl (4.2 mmol, 10 eq) triethyl silane in 7.5 ml TFA at 80° C. for 1.5 h. The solvent was evaporated and the residue was redissolved in toluene and evaporated. The crude material was purified by flash chromatography yielding 85 mg (49%) (2S,4R)-2-[[carboxymethyl-(2,5-difluoro-benzyl)-amino]-methyl]-4-mercapto-pyrrolidine-1-carboxylic acid butyl ester as light brown oil, MS: 417 (MH+).

Provenance & Evidence