反应详情

温度

100 °C

To a solution of (3S,5S)-methanesulfonic acid 5-benzyloxymethyl-1-(naphthalene-2-sulfonyl)-pyrrolidin-3-yl ester (3.0 g) in abs DMF (60 ml) was added potassium thioacetate (1.08 g). The reaction mixture was stirred for 1 h at 100° C. and concentrated under oil pump vacuum. The residue was treated with ice/water and extracted with EtOAc. The organic phase was washed with water and brine, dried over magnesium sulphate and concentrated. The residue was chromatographed on silica gel using EtOAc/hexane 1:3 as eluent to obtain (3S,5R)-thioacetic acid S-[5-benzyloxymethyl-1-(naphthalene-2-sulfonyl)-pyrrolidin-3-yl]ester (2.16 g) as a slightly yellow powder, MS: 334 (M−121).

1. concentrationconcentrated under oil pump vacuum
2. additionThe residue was treated with ice/water
3. extractionextracted with EtOAc
4. washThe organic phase was washed with water and brine
5. dry with materialdried over magnesium sulphate
6. concentrationconcentrated
7. customThe residue was chromatographed on silica gel