Potassium Carbonate → HCID 69103350, compound

HRID 2220374Notes

Reaction equation

HRID 2220374 reaction equation
C[C:2]1(C)[O:7][C:6]2[CH:8]=[C:9]([C:12]3[CH:17]=[CH:16][C:15]([CH2:18][CH2:19][N:20]([CH2:28][C@@H:29]([C:37]4[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=4)[O:30][CH:31]4[CH2:36][CH2:35][CH2:34][CH2:33][O:32]4)[C:21](=[O:27])[O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[CH:14][CH:13]=3)[CH:10]=[CH:11][C:5]=2[C:4](=[O:43])[O:3]1.C(=O)([O-])[O-].[K+].[K+]>CO>[C:23]([O:22][C:21]([N:20]([CH2:28][C@@H:29]([C:37]1[CH:38]=[CH:39][CH:40]=[CH:41][CH:42]=1)[O:30][CH:31]1[CH2:36][CH2:35][CH2:34][CH2:33][O:32]1)[CH2:19][CH2:18][C:15]1[CH:14]=[CH:13][C:12]([C:9]2[CH:10]=[CH:11][C:5]([C:4]([O:3][CH3:2])=[O:43])=[C:6]([OH:7])[CH:8]=2)=[CH:17][CH:16]=1)=[O:27])([CH3:26])([CH3:24])[CH3:25]

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 86598947HCID 86598947, compound

Product 1

HCID 69103350HCID 69103350, compoundYield 87.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of tert-butyl [2-[4-(2,2-dimethyl-4-oxo-4H-1,3-benzodioxin-7-yl)phenyl]ethyl][(2R)-2-phenyl-2-(tetrahydro-2H-pyran-2-yloxy)ethyl]carbamate (1.32 g) in methanol (15 ml) was added potassium carbonate (455 mg) at room temperature and the mixture was stirred at room temperature for 15 hours. The mixture was evaporated under reduced pressure. The residue was dissolved in ethyl acetate, and washed with water, brine and aqueous hydrochloric acid solution (0.1N). The organic layer was dried over sodium sulfate and evaporated under reduced pressure to give methyl 4′-[2-[(tert-butoxycarbonyl)[(2R)-2-phenyl-2-(tetrahydro-2H-pyran-2-yloxy)ethyl]amino]ethyl]-3-hydroxy-4-biphenylcarboxylate (1.11 g).

Workup

  1. customThe mixture was evaporated under reduced pressure
  2. dissolutionThe residue was dissolved in ethyl acetate
  3. washwashed with water, brine and aqueous hydrochloric acid solution (0.1N)
  4. dry with materialThe organic layer was dried over sodium sulfate
  5. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-6c430874e46a47ec89d15710388af06b
Source dataset
uspto-grants-2008_08
Patent number
US07417060B2

Reaction notes

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