Pyridine → HCID 54309624, compound

HRID 1779925Notes

Reaction equation

HRID 1779925 reaction equation
[C:1]([O:4][C@H:5]1[CH2:31][CH2:30][C@@:29]2([CH3:32])[C@@H:7]([CH2:8][CH2:9][C@@H:10]3[C@@H:28]2[C@@H:27]([OH:33])[C@H:26]([O:34][C:35](=[O:37])[CH3:36])[C@@:25]2([CH3:38])[C@H:11]3[CH2:12][C@@H:13]3[O:18][C@@:17]4([O:24][CH2:23][C@H:21]([CH3:22])[CH2:20][CH2:19]4)[C@@H:15]([CH3:16])[C@@H:14]32)[CH2:6]1)(=[O:3])[CH3:2].N1C=CC=CC=1>C(Cl)Cl.[O-2].[O-2].[O-2].[Cr+6]>[C:1]([O:4][C@H:5]1[CH2:31][CH2:30][C@@:29]2([CH3:32])[C@@H:7]([CH2:8][CH2:9][C@@H:10]3[C@@H:28]2[C:27](=[O:33])[C@H:26]([O:34][C:35](=[O:37])[CH3:36])[C@@:25]2([CH3:38])[C@H:11]3[CH2:12][C@@H:13]3[O:18][C@@:17]4([O:24][CH2:23][C@H:21]([CH3:22])[CH2:20][CH2:19]4)[C@@H:15]([CH3:16])[C@@H:14]32)[CH2:6]1)(=[O:3])[CH3:2]

Participants

5

Reactant 2

HCID 1049PyridineHCID 54184811HCID 54184811, compound

Product 1

HCID 54309624HCID 54309624, compound

Reagents, catalysts & solvents 2

HCID 10219390chromium (VI) trioxideCatalystHCID 6344DichloromethaneSolvent

Procedure

Using the procedure described in Org. Syn., 1976, 55, 84, (3β,5α,11β,12α,25R)-3,12-di(acetoxy)-spirostan-11-ol was oxidized with chromium trioxide and pyridine in methylene chloride to give the title compound.

Sources & evidence

ORD record
ord-6fa217724b66456e9d956f1b5c88ddee
Source dataset
uspto-grants-1997_05
Patent number
US05629295

Reaction notes

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