Hydrochloric Acid → N-[(2RS,3RS)-2-(2-benzyloxyphenylmethyl)-3-cyclohexyl-3 hydroxypropionyl]-L-tryptophan benzyl ester

참여 물질

반응 단계

To a solution of (2RS,3RS)-2-(2-benzyloxyphenylmethyl)-3-cyclohexyl-3-hydroxypropionic acid (111 mg) in dimethylformamide (3 ml) were added L-tryptophan benzyl ester hydrochloride (198 mg), 1-hydroxybenzotriazole hydrate (60.8 mg), 1,3-dicyclohexylcarbodiimide (80.5 mg) and 4-methylmorpholine (91 mg) successively. After being stirred for 16 hours at ambient temperature, the mixture was poured into a mixture of diethyl ether and aqueous 1N hydrochloric acid solution. The organic layer was separated and the aqueous layer was extracted with diethyl ether. The combined organic layer was washed with aqueous bicarbonate solution and brine, dried and evaporated under reduced pressure. The residue was purified by chromatography to afford N-[(2RS,3RS)-2-(2-benzyloxyphenylmethyl)-3-cyclohexyl-3 hydroxypropionyl]-L-tryptophan benzyl ester (171 mg).

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