反应详情

A mixture of (R)-3-(4-chlorophenyl)-1-[(S)-N-(2-naphthalenesulfonyl)prolyl]-2,3-dihydro-1H-naphtho[2,1-b][1,4]thiazine (11.50 g, 0.019 mole), 86 % potassium hydroxide (15.0 g, 0.227 mole) and ethanol-water (10:1, 230 ml) is refluxed under argon for one hour. The reaction mixture is poured into ice water and the mixture is extracted with ethyl acetate. The ethyl acetate layer is washed with water and saline, dried over sodium sulfate and distilled to remove the solvent. The residue is purified by silica gel column chromatography (CHCl3) and thereafter recrystallized from ethyl acetate-hexane to give (R)-(+)-3-(4-chlorophenyl)- 2,3-dihydro-1H-naphtho[2,1-b][1,4]thiazine (3.74 g, 63%). M.p. 205°-206° C.

1. temperatureis refluxed under argon for one hour
2. extractionthe mixture is extracted with ethyl acetate
3. washThe ethyl acetate layer is washed with water and saline
4. dry with materialdried over sodium sulfate
5. distillationdistilled
6. customto remove the solvent
7. customThe residue is purified by silica gel column chromatography (CHCl3)
8. customrecrystallized from ethyl acetate-hexane