HCID 59428672, compound → HCID 66750771, compound

HRID 504150Notes

Reaction equation

HRID 504150 reaction equation
C([O:8][C:9](=[O:41])[C@@H:10]([NH:22][C:23]([C@@H:25]1[CH2:30][CH2:29][CH2:28][CH2:27][N:26]1[S:31]([C:34]1[CH:39]=[CH:38][CH:37]=[C:36]([F:40])[CH:35]=1)(=[O:33])=[O:32])=[O:24])[CH2:11][C:12]1[CH:17]=[CH:16][C:15]([O:18][CH:19]([CH3:21])[CH3:20])=[CH:14][CH:13]=1)C1C=CC=CC=1>[Pd].C(O)C>[F:40][C:36]1[CH:35]=[C:34]([S:31]([N:26]2[CH2:27][CH2:28][CH2:29][CH2:30][CH:25]2[C:23]([NH:22][C@@H:10]([CH2:11][C:12]2[CH:17]=[CH:16][C:15]([O:18][CH:19]([CH3:21])[CH3:20])=[CH:14][CH:13]=2)[C:9]([OH:41])=[O:8])=[O:24])(=[O:32])=[O:33])[CH:39]=[CH:38][CH:37]=1

Participants

4

Reactant 1

HCID 59428672HCID 59428672, compound

Product 1

HCID 66750771HCID 66750771, compoundYield 83.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of (S)-2-{[(S)1-(3-fluoro-benzenesulfonyl)-piperidine-2-carbonyl]-amino}-3-(4-isopropoxy-phenyl)-propionic acid benzyl ester (0.59 g, 1.00 mmol), ethanol (20 mL) and 10% Pd on carbon (108 mg, 0.1 mmol) was hydrogenated at 30 psi for 2 h. The catalyst was filtered through Celite®. The filtrate was concentrated to afford 410 mg (83.0%) of the title compound.

Workup

  1. filtrationThe catalyst was filtered through Celite®
  2. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-d1d1062afa6c4533a0013e02d46ab4bc
Source dataset
uspto-grants-2010_08
Patent number
US07777042B2

Reaction notes

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