反应详情

2.7 g (4.43 mmol) of 5(S)-[1(S)-(Boc-amino)-2-(p-benzyloxyphenyl)ethyl]-3(R)-[(p-benzyloxyphenyl)methyl]dihydrofuran-2-(3H)-one in 59 ml of dimethoxyethane and 31.8 ml of water are treated, while excluding air, with 14.8 ml of a 1M lithium hydroxide solution. The mixture is then stirred at RT for 3 h and partially evaporated. The residue is poured onto a mixture of ice, 181 ml of sat. NH4Cl solution, 16.2 ml of 10% citric acid solution and 400 ml of ethyl acetate, and THF is added until the precipitated solid dissolves. The aqueous phase is separated off and extracted with 2 portions of ethyl acetate, and the organic phases are washed with saline, dried with Na2SO4, evaporated and digested in hexane: TLC Rf (C)=0.07.

1. custompartially evaporated
2. additionThe residue is poured onto a mixture of ice, 181 ml of sat. NH4Cl solution, 16.2 ml of 10% citric acid solution and 400 ml of ethyl acetate, and THF
3. additionis added until the precipitated solid
4. dissolutiondissolves
5. customThe aqueous phase is separated off
6. extractionextracted with 2 portions of ethyl acetate
7. washthe organic phases are washed with saline
8. dry with materialdried with Na2SO4
9. customevaporated