Water → HCID 59792850, compound

HRID 31554Notes

Reaction equation

HRID 31554 reaction equation
[Si]([O:8][CH2:9][C@@H:10]([O:15][CH2:16][C:17]1[CH:22]=[CH:21][C:20](/[CH:23]=[CH:24]/[CH2:25][N:26]2[CH:30]=[CH:29][CH:28]=[C:27]2[C:31](=[O:39])[C:32]2[CH:37]=[CH:36][C:35]([CH3:38])=[CH:34][CH:33]=2)=[CH:19][CH:18]=1)[C:11]([O:13][CH3:14])=[O:12])(C(C)(C)C)(C)C.O>C1COCC1>[OH:8][CH2:9][C@@H:10]([O:15][CH2:16][C:17]1[CH:22]=[CH:21][C:20](/[CH:23]=[CH:24]/[CH2:25][N:26]2[CH:30]=[CH:29][CH:28]=[C:27]2[C:31](=[O:39])[C:32]2[CH:37]=[CH:36][C:35]([CH3:38])=[CH:34][CH:33]=2)=[CH:19][CH:18]=1)[C:11]([O:13][CH3:14])=[O:12]

Participants

4

Reactant 2

HCID 962WaterHCID 59792879Methyl (2r)-3-{[tert-butyl(dimethyl)silyl]oxy}-2-[(4-{(1e)-3-[2-(4-methylbenzoyl)-1h-pyrrol-1-yl]prop-1-en-1-yl}benzyl)oxy]propionate

Product 1

HCID 59792850HCID 59792850, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The compound of Example 68-4 (260 mg, 0.48 mmol) was dissolved in THF (5 ml), and thereto was added n-tetrabutylammonium fluoride (1 mol/liter in THF) (1.5 ml, 0.72 mmol) under ice-cooling. Under ice-cooling, the mixture was stirred for one hour, and thereto was added water, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and saturated saline, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure to give the title compound.

Workup

  1. temperaturecooling
  2. temperatureUnder ice-cooling
  3. extractionthe mixture was extracted with ethyl acetate
  4. washThe organic layer was washed with water and saturated saline
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customThe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-3c346d18f4f5487bbe9a2d98913b04a4
Source dataset
uspto-grants-2008_09
Patent number
US07425642B2

Reaction notes

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