Sodium borohydride → HCID 86735970, compound

Participants

Reaction Steps

15 g (0.038 mole) of 2α,3α-epoxy-17-oxo-16β-N-Methyl-piperazino-5α-androstane (Example 9) are dissolved in the mixture of 45 ml of methylene chloride and 120 ml of methanol, whereafter 12 g (0.31 mole) of sodium borohydride are added at a temperature of below 30° C. When the addition is complete, the product of the reduction is crystallized. The crystalline solution is stirred vigorously for 12 hours, whereafter the solvent is distilled at reduced pressure at a temperature of below 40° C. The residue is triturated with water, the crystallized product is filtered, dissolved in chloroform and washed with 5% aqueous sodium hydroxide solution and with water until pH = 7. The layers are separated. The chloroform layer is dried on sodium sulfate, filtered and the filtrate is evaporated to dryness. The residue is recrystallized from acetonitrile. Yield: 11.7 g (77.2%) of 2α,3α-epoxy-17β-N-methyl-piperazino-5α-androstane; m.p. 149°-153° C; [α]D25 = +27.1° (c = 1 in chloroform).

Provenance & Evidence