HCID 57719408, compound → HCID 57719830, compound

HRID 1985392Notes

Reaction equation

HRID 1985392 reaction equation
[CH3:1][O:2][C:3](=[O:25])[C@@H:4]([O:21][CH:22]([CH3:24])[CH3:23])[CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([CH2:12][NH:13]C(OC(C)(C)C)=O)[CH:7]=1>O1CCOCC1.Cl>[CH3:1][O:2][C:3](=[O:25])[C@@H:4]([O:21][CH:22]([CH3:23])[CH3:24])[CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([CH2:12][NH2:13])[CH:7]=1

Participants

3

Reactant 1

HCID 57719408HCID 57719408, compound

Product 1

HCID 57719830HCID 57719830, compoundYield 88.3%

Reagents, catalysts & solvents 1

HCID 204431481,4-Dioxane hydrochlorideSolvent

Procedure

1.034 g of 3-[3-(t-Butoxycarbonylaminomethyl)phenyl]-2(S)-isopropoxypropionic acid methyl ester was dissolved in 20 ml of hydrogen chloride 1,4-dioxane, and the mixture was stirred at room temperature for 1 hour. The reaction solution was concentrated, the residue was dissolved in ethyl acetate, and washed with saturated aqueous sodium hydrogen carbonate. The organic layer was dried over anhydrous magnesium sulfate and the solvent was evaporated, to give 653 mg of the title compound as a colorless oil.

Workup

  1. concentrationThe reaction solution was concentrated
  2. dissolutionthe residue was dissolved in ethyl acetate
  3. washwashed with saturated aqueous sodium hydrogen carbonate
  4. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  5. customthe solvent was evaporated

Sources & evidence

ORD record
ord-c6fbee78640042efb8b93a3afec12143
Source dataset
uspto-grants-2009_06
Patent number
US07544835B2

Reaction notes

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