HCID 9857659, compound → (2S,3S)-3-Amino-1,1,1-trifluoro-4-methylpentan-2-ol(WXFC0747)

HRID 479874Notes

Reaction equation

HRID 479874 reaction equation
C(OC(=O)[NH:10][C@@H:11]([CH:18]([CH3:20])[CH3:19])[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]([CH:18]([CH3:20])[CH3:19])[C@H:12]([OH:17])[C:13]([F:14])([F:15])[F:16]

Participants

4

Reactant 1

HCID 9857659HCID 9857659, compound

Product 1

HCID 14503248(2S,3S)-3-Amino-1,1,1-trifluoro-4-methylpentan-2-ol(WXFC0747)Yield 101.4%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 8857Ethyl AcetateSolvent

Procedure

N-[(1S,2S)-3,3,3,-trifluoro-2-hydroxy-1-(isopropyl)propyl]-carbamic acid benzyl ester (740 g, 2.42 mol) obtained in Example 5 was dissolved in ethyl acetate (1500 ml), and thereto was added 20% palladium hydroxide (30 g), and the mixture was stirred at room temperature for 7 hours under hydrogen atmosphere. The catalyst was removed by filtration, and the filtrate was concentrated under reduced pressure to give the desired compound (420 g, yield:quantitative) as an oil.

Workup

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

Sources & evidence

ORD record
ord-80e5b67b093e4fdfb0c71d4e94ed68df
Source dataset
uspto-grants-2003_11
Patent number
US06646150B1

Reaction notes

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