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

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Reaction Steps

40 cm3 of dichloromethane and 7.0 cm3 of 1N aqueous sodium hydroxide are added to 2.06 g of (1R*,4aR*,7aR*)-4,4-diphenylperhydrothiopyrano[2,3-c]pyrrole 1-oxide (S)-mandelate. The mixture is stirred for a few minutes after dissolution of the starting product, 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 ethyl ether mixture, the solid is washed with diisopropyl oxide and dried. 1.14 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 192° C. [α]D 20 =-405°, (c=0.46; acetic acid).

Provenance & Evidence