Potassium Carbonate → HCID 69853038, compound

HRID 2304849Notes

Reaction equation

HRID 2304849 reaction equation
C([O:4][C@H:5]1[CH2:10][C@H:9]([O:11][Si:12]([C:15]([CH3:18])([CH3:17])[CH3:16])([CH3:14])[CH3:13])[CH2:8][C@H:7]([O:19][C:20](=[O:25])[C:21]([CH3:24])([CH3:23])[CH3:22])[CH2:6]1)(=O)C.C(=O)([O-])[O-].[K+].[K+]>CO.O>[C:15]([Si:12]([CH3:14])([CH3:13])[O:11][C@H:9]1[CH2:10][C@H:5]([OH:4])[CH2:6][C@@H:7]([O:19][C:20](=[O:25])[C:21]([CH3:24])([CH3:23])[CH3:22])[CH2:8]1)([CH3:18])([CH3:17])[CH3:16]

Participants

5

Reactant 2

HCID 11430Potassium CarbonateHCID 69853443HCID 69853443, compound

Product 1

HCID 69853038HCID 69853038, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

A solution of 7.45 g of (1R,3R,5S)-2,2-dimethyl-propionic acid 3-acetoxy-5-(tert-butyl-dimethyl-silanyloxy)-cyclohexyl ester and 2.76 g of potassium carbonate in 52 ml of methanol and 24 ml of water was stirred at 22° for 6 h after which time t.l.c. showed completion of the reaction. The mixture was evaporated and the residue partitioned between dichloromethane and water. The organic layer was dried over MgSO4 and evaporated to give 6.49 g of the pure (t.l.c.) title compound as a white solid, m.p. 39-42°. IR (nujol): 3240m (OH), 1731s (C═O); MS (EI): 273/10 (M-tert-butyl).

Workup

  1. customcompletion of the reaction
  2. customThe mixture was evaporated
  3. customthe residue partitioned between dichloromethane and water
  4. dry with materialThe organic layer was dried over MgSO4
  5. customevaporated

Sources & evidence

ORD record
ord-9b202c95358a458a90ca5036895c4186
Source dataset
uspto-grants-2002_08
Patent number
US06437142B1

Reaction notes

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