HCID 9868175, compound → 3-Hydroxy-7-methylcholan-24-oic acid

HRID 463999Notes

Reaction equation

HRID 463999 reaction equation
[H][H].[OH:3][C@@H:4]1[CH2:27][CH2:26][C@@:25]2([CH3:28])[C@H:6]([CH2:7][C@@H:8]([CH3:30])[C@@H:9]3[C@@H:24]2[CH2:23][CH2:22][C@@:21]2([CH3:29])[C@H:10]3[CH2:11][CH2:12][C@@H:13]2[C@H:14]([CH3:20])[CH2:15][CH2:16][C:17]([OH:19])=[O:18])[CH2:5]1.O[C@@H]1CC[C@@]2(C)[C@H](C[C@H](C)[C@@H]3[C@@H]2CC[C@@]2(C)[C@H]3CC[C@@H]2[C@H](C)CCC(O)=O)C1>C(OCC)(=O)C.O=[Pt]=O>[OH:3][C@@H:4]1[CH2:27][CH2:26][C@@:25]2([CH3:28])[C@H:6]([CH2:7][CH:8]([CH3:30])[C@@H:9]3[C@@H:24]2[CH2:23][CH2:22][C@@:21]2([CH3:29])[C@H:10]3[CH2:11][CH2:12][C@@H:13]2[C@H:14]([CH3:20])[CH2:15][CH2:16][C:17]([OH:19])=[O:18])[CH2:5]1

Participants

6

Reactant 3

HCID 9868175HCID 9868175, compoundHCID 18599479HCID 18599479, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 1260163-Hydroxy-7-methylcholan-24-oic acid

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 8857Ethyl AcetateSolvent

Procedure

The compounds obtained from fractions 2 and 3 from Example 2, above, were dissolved in ethyl acetate and reduced with hydrogen in the presence of a PtO2 catalyst to yield a mixture of 3α-hydroxy-7α-methyl-5β-cholanic acid and 3α-hydroxy-7β-methyl-5β-cholanic acid.

Workup

  1. customThe compounds obtained from fractions 2 and 3 from Example 2
  2. customto yield

Sources & evidence

ORD record
ord-f1c7d0bbb8324c94ba24235899d7405b
Source dataset
uspto-grants-1985_10
Patent number
US04545938

Reaction notes

Loading…