HCID 86615377, compound → HCID 69014226, compound

HRID 1436510Notes

Reaction equation

HRID 1436510 reaction equation
C([N:8](CC1C=CC=CC=1)[C@@H:9]([CH2:32][C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)[C@@H:10]([C@@H:12]1[N:17](C(OCC2C=CC=CC=2)=O)[CH2:16][CH2:15][N:14]([CH2:28][CH2:29][CH3:30])[C:13]1=[O:31])[OH:11])C1C=CC=CC=1.[H][H]>CO.[OH-].[Pd+2].[OH-]>[NH2:8][C@@H:9]([CH2:32][C:33]1[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=1)[C@@H:10]([C@@H:12]1[NH:17][CH2:16][CH2:15][N:14]([CH2:28][CH2:29][CH3:30])[C:13]1=[O:31])[OH:11]

Participants

5

Reactant 2

HCID 86615377HCID 86615377, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 69014226HCID 69014226, compoundYield 91%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Procedure

To a solution of 3-(S)-(2-(S)-dibenzylamino-1-(S)-hydroxy-3-phenylpropyl)-4-benzyloxycarbonyl-1-propylpiperazin-2-one Isomer-2 (215 mg, 0.35 mmol) in methanol (10 mL/mmol) add palladium hydroxide (172 mg) in one portion and stir the mixture under 1 atmosphere of hydrogen gas for 24 h. Filter through a filtering agent, wash with methanol and concentrate to give the title compound as an oil (Isomer-2) (94 mg, 91%).

Workup

  1. filtrationFilter through a filtering agent
  2. washwash with methanol
  3. concentrationconcentrate

Sources & evidence

ORD record
ord-30762b6c1f864283bb4c08310ab0b71b
Source dataset
uspto-grants-2009_11
Patent number
US07618978B2

Reaction notes

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