Triethylamine → HCID 11341579, compound

Participants

Reaction Conditions

Reaction Steps

Triethylamine (0.011 mL, 0.081 mmol) was added to a solution of (2S,6R)-6-amino-4-(cyclopropylmethyl)-2-phenyl-1,4-oxazepan-5-one (21 mg, 0.081 mmol) and 4-nitrophenyl chloroformate (16 mg, 0.081 mmol) in tetrahydrofuran (1 mL) at 0° C. After 30 min, diisopropylethylamine (0.042 mL, 0.242 mmol), 4-(2-oxo-1,2,4,5-tetrahydro-3H-1,3-benzodiazepin-3-yl)piperidinium chloride (23 mg, 0.081 mmol), and dichloromethane (1 mL) were added and the mixture heated to 50° C. After 1 h, the mixture was allowed to cool to ambient temperature and concentrated. Purification by silica gel chromatography (100% dichloromethane→95% dichloromethane/methanol) gave the title compound (34 mg). MS 532 (M+1).

Provenance & Evidence