Sodium Hydroxide → (1R*,4aR*,7aR*)-(+)-4,4-diphenylperhydrothiopyrano[2,3-c]pyrrole 1-oxide

Participants

Reaction Steps

100 cm3 of dichloromethane and 30 cm3 of 1N aqueous sodium hydroxide are added to 9.2 g of (1R*,4aR*,7aR*)-4,4-diphenylperhydrothiopyrano[2,3-c]pyrrole 1-oxide (S)-(+)-mandelate. The mixture is stirred for 10 minutes, the organic phase is dried over magnesium sulphate, and concentrated to dryness under reduced pressure (2.7 kPa). The residue is disintegrated in an ethyl acetate and diisopropyl oxide mixture, the solid is washed with diisopropyl oxide and dried. 5.6 g of (1R*,4aR*,7aR*)-(+)-4,4-diphenylperhydrothiopyrano[2,3-c]pyrrole 1-oxide are obtained in the form of a white solid; melting point 198° C. [α]D 20 +434°, (c =0 45; acetic acid).

Provenance & Evidence