Water → HCID 86751631, compound

Participants

Reaction Steps

A 0.039N calcium hydroxide solution is added while stirring to a mixture of 1.75 g (4.1 mmol) of tert-butyl [2-[[(RS)-2-(ethoxycarbonyl)-3-phenylpropyl]sulphonyl]-2-methylpropyl]carbamate and 70 mg of α-chymotrypsin in 5 ml of ethanol and 250 ml of water in such a manner that the pH value is maintained at 7.5. When calcium hydroxide is no longer consumed, the working-up of the reaction mixture is effected by extracting the aqueous solution twice with 50 ml of ethyl acetate each time. The combined organic phases are washed with 25 ml of saturated sodium bicarbonate solution, dried over sodium sulphate and evaporated under reduced pressure. There is obtained 0.86 g of ethyl (R)-α-[[[2-(1-tert-butoxyformamido)-1,1-dimethylethyl]sulphonyl]methyl]hydrocinnamate as a yellowish oil; MS: 445 (M+NH4)+.

Provenance & Evidence