HCID 69537576, compound → HCID 69537586, compound

HRID 479875Notes

Reaction equation

HRID 479875 reaction equation
C(OC(=O)[NH:10][C@@H:11]([CH2:18][C:19]1[CH:24]=[CH:23][C:22]([O:25]CC2C=CC=CC=2)=[CH:21][CH:20]=1)[C@H:12]([OH:17])[C:13]([F:16])([F:15])[F:14])C1C=CC=CC=1>C(OCC)(=O)C.[OH-].[Pd+2].[OH-]>[NH2:10][C@@H:11]([CH2:18][C:19]1[CH:20]=[CH:21][C:22]([OH:25])=[CH:23][CH:24]=1)[C@H:12]([OH:17])[C:13]([F:15])([F:16])[F:14]

Participants

4

Reactant 1

HCID 69537576HCID 69537576, compound

Product 1

HCID 69537586HCID 69537586, compound

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 8857Ethyl AcetateSolvent

Procedure

N-[(1S,2S)-1-(4-Benzyloxyphenyl)methyl-3,3,3-trifluoro-2-hydroxypropyl]carbamic acid benzyl ester (2.19 g, 4.8 mmol) was dissolved in ethyl acetate (30 ml), and thereto was added 20% palladium hydroxide (1 g). The mixture was stirred at room temperature for 2 hours under hydrogen atmosphere. The catalyst was removed by filtration, and the filtrate was concentrated under reduced pressure to give the desired compound (1.11 g, yield: quantitatively) as an oil.

Workup

  1. customThe catalyst was removed by filtration
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-aa88466d70f14b848d225b1fff6342f6
Source dataset
uspto-grants-2003_11
Patent number
US06646150B1

Reaction notes

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