反应详情

To a solution of (2S,4S)-1-p-nitrobenzyloxycarbonyl-2-phthalimidomethyl-4-acetylthiopyrrolidine (4.92 g: 10.18 mmole) in a mixture of dichloromethane (15 ml) and methanol (75 ml), hydrazine hydrate (1.53 ml: 3 eq.) is added. The mixture is warmed to removed dichloromethane and heated to reflux for 1 hour and 10 minutes. The reaction mixture is concentrated in vacuo. The residue is diluted with dichloromethane and filtered. The filtrate is washed with water, dried over magnesium sulfate, and concentrated in vacuo to give crude (2S,4S)-1-p-nitrobenzyloxycarbonyl-2-aminomethyl-4-mercaptopyrrolidine (3.3 g). Yield: Quantitative. NMR δ(CDCl3) ppm: 1.63 to 1.90(m, 1H), 2.48 to 2.68(m, 1H), 2.86 to 3.43(m, 4H), 3.65 to 4.23(m, 2H), 5.22(s, 2H), 7.52(d, J=9 Hz, 2H), 8.23 (d, J=9 Hz, 2H).

1. additionis added
2. temperatureThe mixture is warmed
3. customto removed dichloromethane
4. temperatureheated
5. temperatureto reflux for 1 hour and 10 minutes
6. concentrationThe reaction mixture is concentrated in vacuo
7. additionThe residue is diluted with dichloromethane
8. filtrationfiltered
9. washThe filtrate is washed with water
10. dry with materialdried over magnesium sulfate
11. concentrationconcentrated in vacuo