9-Fluorenylmethyl chloroformate → HCID 67335727, compound

Participants

Reaction Steps

Amine 6 (330 mg, 1.4 mmol) was suspended in methanol (35 mL) and 10% aqueous NaHCO3 (3.5 mL). Fmoc chloride (432 mg, 1.7 mmol) was added and the solution stirred for 15 min. The suspension was concentrated under reduced pressure. Chromatography of the residue on a column of silica gel eluted with 7.5-20% methanol in dichloromethane gave the title compound 7 (150 mg, 0.33 mmol, 48% allowing for recovered starting material). Subsequent elution with 50% methanolic ammonia (3.5M) in dichloromethane returned the starting amine 6 (170 mg, 51%). 7, colourless amorphous solid, ESI-MS+, found 460.1975, calc. for C25H26N5O5 [M+H]+ 460.1985.

Provenance & Evidence