Dichloromethane → HCID 70583947, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 240 mg (1 m mole) of 3-tert-butoxycarbonylamino-1,5-cyclohexadiene carboxylic acid and 5 ml of dichloromethane is treated with 202 mg (2 m mole) of triethylamine and 94 mg (1 mole) of methyl chloroformate. After 30 minutes at 25° C. the solution is treated with 103 mg (1 m mole) of alanine methylester and maintained at 25° C. for 1 hour after which the solution is washed with water, dryed and concentrated. The residue is treated with 3 ml of methanol and 120 mg of sodium hydroxide in 2 ml of water for 3 hours at 25° C. then solidified and extracted with dichloromethane. The organic phase is dryed and concentrated. The residue is treated with 7 ml of methanol containing 5% HCl for 18 hours at 25° C. Evaporation affords N-(3-amino-1,5-cyclohexadienyl)carbonylalanine hydrochloride.

Provenance & Evidence