HCID 68862340, compound → HCID 57758679, compound

HRID 229549Notes

Reaction equation

HRID 229549 reaction equation
C(OC([N:11]1[CH2:15][CH:14]([F:16])[C@@:13]([NH:18][C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])([CH3:17])[CH2:12]1)=O)C1C=CC=CC=1>C(O)C.[C].[Pd].[H][H]>[C:22]([O:21][C:19]([NH:18][C@@:13]1([CH3:17])[CH:14]([F:16])[CH2:15][NH:11][CH2:12]1)=[O:20])([CH3:25])([CH3:23])[CH3:24]

Participants

5

Reactant 1

HCID 68862340HCID 68862340, compound

Product 1

HCID 57758679HCID 57758679, compound

Reagents, catalysts & solvents 3

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolventHCID 178418361HCID 178418361, compoundSolvent

Procedure

To a solution of (3R)-1-benzyloxycarbonyl-3-(tert-butoxycarbonylamino)-4-fluoro-3-methylpyrrolidine (isomer B) (304 mg, 0.863 mmol) in ethanol (12 mL) was added 10% palladium-carbon catalyst (containing 52.8% water, 30.0 mg), and the suspension was stirred for 2 hours in hydrogen gas atmosphere. After removing the catalyst by filtration, the filtrate was concentrated under reduced pressure to obtain 182 mg (97%) of the crude target compound (isomer B) as a colorless transparent syrup substance.

Workup

  1. customAfter removing the catalyst
  2. filtrationby filtration
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. customto obtain 182 mg (97%) of the crude target compound (isomer B) as a colorless transparent syrup substance

Sources & evidence

ORD record
ord-c6da373b6d334fdc85ea34b01f7e845a
Source dataset
uspto-grants-2009_07
Patent number
US07563805B2

Reaction notes

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