MAGNESIUM SILICATE (synthetic) → HCID 86600184, compound

HRID 1829631Notes

Reaction equation

HRID 1829631 reaction equation
[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1.[Si:12]([O:29][C@@H:30]1[CH2:47][CH2:46][C@@:45]2([CH3:48])[C@@H:32]([CH2:33][CH2:34][C@@H:35]3[C@@H:44]2[CH2:43][CH2:42][C@@:40]2([CH3:41])[C@H:36]3[CH2:37][CH2:38][C@@H:39]2[C:49]#[C:50][CH:51]([OH:53])[CH3:52])[CH2:31]1)([C:25]([CH3:28])([CH3:27])[CH3:26])([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.[O-][Si]([O-])=O.[Mg+2]>ClCCl>[Si:12]([O:29][C@@H:30]1[CH2:47][CH2:46][C@@:45]2([CH3:48])[C@@H:32]([CH2:33][CH2:34][C@@H:35]3[C@@H:44]2[CH2:43][CH2:42][C@@:40]2([CH3:41])[C@H:36]3[CH2:37][CH2:38][C@@H:39]2[C:49]#[C:50][C:51](=[O:53])[CH3:52])[CH2:31]1)([C:25]([CH3:28])([CH3:27])[CH3:26])([C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1)[C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1

Participants

5

Reactant 3

HCID 61680MAGNESIUM SILICATE (synthetic)HCID 11215385HCID 11215385, compoundHCID 178418287HCID 178418287, compound

Product 1

HCID 86600184HCID 86600184, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

Pyridinium chlorochromate (22 mg, 0.10 mmol) was added to anhydrous methylene chloride (1 mL) and to the resulting mixture was added a solution of 4[3α-(t-butyldiphenylsilyloxy)-5α-androstan-17β-yl]-3-butyn-2-ol (30 mg, 0.053 mmol) in dichloromethane (2.5 mL) and the resulting mixture was stirred for 3 h at RT. Subsequently the mixture was fitered through florisil, washed with ether and the solvent was removed in vavuo. Purification of the residue using flash column chromatography, petroleum ether/ethyl acetate 97/3 elution solvent, afforded the product mentioned above.

Workup

  1. washwashed with ether
  2. customthe solvent was removed in vavuo
  3. customPurification of the residue
  4. washflash column chromatography, petroleum ether/ethyl acetate 97/3 elution solvent
  5. customafforded the product

Sources & evidence

ORD record
ord-8ad5a0ff43fb448b9eb80503c438b05a
Source dataset
uspto-grants-2006_06
Patent number
US07064116B2

Reaction notes

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