Isopropyl chloroformate → HCID 69623815, compound

Participants

Reaction Steps

A solution of 2(S)-[1 (R)-(1-ethyl-cyclopropanesulfonylaminocarbonyl)-2(S)-vinyl-cyclopropylcarbamoyl]-N-[N-Boc-amino-(S)-t-butyl-acetyl]-4(R)-hydroxy-pyrrolidine (585 mg, 1.0 mmol) in TFA (2 ml) and CH2Cl2 (2 ml) was stirred at room temperature for 1 h and concentrated in vacuo. The residue was dissolved in CH2Cl2 (5 ml) and isopropyl chloroformate (1.0M in toluene, 1.0 ml, 1.0 mmol), DIPEA (0.5 ml) were added. The resulting mixture was stirred at room temperature overnight and the solvent was removed in vacuo. The crude product was purified by flash column chromatograph (Biotage Flash 40M) eluted with EtOAc to provide the title compound (180 mg, 32%). MS 571 (M+H)+.

Provenance & Evidence