HCID 22012339, compound → HCID 22012481, compound

HRID 1533262Notes

Reaction equation

HRID 1533262 reaction equation
[CH2:1]([O:8][C:9]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[CH2:17][CH:18]([CH:26]([CH:28]1[CH2:33][CH2:32][CH2:31][CH2:30][CH2:29]1)[OH:27])[C:19]([O:21]C(C)(C)C)=[O:20])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>FC(F)(F)C(O)=O.ClCCl>[CH2:1]([O:8][C:9]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[CH2:17][CH:18]([CH:26]([CH:28]1[CH2:33][CH2:32][CH2:31][CH2:30][CH2:29]1)[OH:27])[C:19]([OH:21])=[O:20])=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 22012339HCID 22012339, compound

Product 1

HCID 22012481HCID 22012481, compoundYield 40%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

t-Butyl 2-(2-benzyloxycarbonylphenylmethyl)-3-cyclohexyl-3-hydroxypropionate (100 mg) was dissolved in a solution of 10% trifluoroacetic acid in dichloromethane (1 ml) and the mixture was stirred for 5 hours. The solution was evaporated under reduced pressure and the residue was purified by chromatography [eluting with methanol-dichloromethane (1:19)] to give 2-(2-benzyloxycarbonyl-phenylmethyl)-3-cyclohexyl-3-hydroxypropionic acid (35 mg).

Workup

  1. customThe solution was evaporated under reduced pressure
  2. customthe residue was purified by chromatography [eluting with methanol-dichloromethane (1:19)]

Sources & evidence

ORD record
ord-e336fc7fcc88479f87ac2ade1da90919
Source dataset
uspto-grants-2001_03
Patent number
US06207686B1

Reaction notes

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