HCID 86733150, compound → HCID 86733149, compound

Participants

Reaction Steps

A solution of 17β-carbamoyl-5α-androst-2-ene (4.33 g.,) and polyphosphate ester (25.0 g.) in chloroform (250 ml.) was refluxed for 16 hours. The residue, after removal of the chloroform, was neutralised by the careful addition of aqueous 10% sodium carbonate (150 ml.) with cooling and extracted with ether. The etheral solution was washed with water, dried (MgSO4) filtered and evaporated to a partly crystalline residue which, after washing with a small portion of ice-cold ether, afforded a crystalline product (3.34 g.). The etheral washings were chromatographed on a column (1 inch × 6 inches) of florisil. Elution with petrol (200 ml.) afforded further product (660 mg.) gaining a total yield of 4.00 g. A sample (300 mg.) was recrystallised from petrol to afford title compound (260 mg.); m.p. 110°-112°: [α]D + 108°, (c 0.6).

Provenance & Evidence