HCID 86734286, compound → 3alpha-Hydroxy-21-methyl-5alpha-pregnane-11,20-dione

HRID 1973720Notes

Reaction equation

HRID 1973720 reaction equation
[OH:1][C@@H:2]1[CH2:22][CH2:21][C@@:20]2([CH3:23])[C@@H:4]([CH2:5][CH2:6][C@@H:7]3[C@@H:19]2[C:18](=[O:24])[CH2:17][C@@:16]2([CH3:25])[C@H:8]3[CH2:9][CH2:10][C@@H:11]2[C:12](=[O:15])[CH:13]=[CH2:14])[CH2:3]1>[Pd].C(OCC)(=O)C>[OH:1][C@@H:2]1[CH2:22][CH2:21][C@@:20]2([CH3:23])[C@@H:4]([CH2:5][CH2:6][C@@H:7]3[C@@H:19]2[C:18](=[O:24])[CH2:17][C@@:16]2([CH3:25])[C@H:8]3[CH2:9][CH2:10][C@@H:11]2[C:12](=[O:15])[CH2:13][CH3:14])[CH2:3]1

Participants

4

Reactant 1

HCID 86734286HCID 86734286, compound

Product 1

HCID 867342873alpha-Hydroxy-21-methyl-5alpha-pregnane-11,20-dioneYield 93.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

3α-Hydroxy-21-methylene-5α-pregnane-11,20-dione(850 mg) was hydrogenated over 10% palladium on carbon catalyst (80 mg) in ethyl acetate for 1 hour. The catalyst was filtered off and the solvent removed in vacuo to give title compound (800 mg) as a white solid identical with the material of Example 1.

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe solvent removed in vacuo

Sources & evidence

ORD record
ord-be99e8bd0d0b4f3fba08851e7dfb8a4c
Source dataset
uspto-grants-1976_12
Patent number
US03998829

Reaction notes

Loading…