HCID 66750696, compound → HCID 66750920, compound

HRID 504145Notes

Reaction equation

HRID 504145 reaction equation
C([O:8][C:9](=[O:43])[C@@H:10]([NH:21][C:22]([C@@H:24]1[CH2:29][CH2:28][CH2:27][CH2:26][N:25]1[S:30]([C:33]1[CH:38]=[CH:37][CH:36]=[C:35]([C:39]([F:42])([F:41])[F:40])[CH:34]=1)(=[O:32])=[O:31])=[O:23])[CH2:11][C:12]1[CH:17]=[CH:16][C:15]([C:18](=[O:20])[CH3:19])=[CH:14][CH:13]=1)C1C=CC=CC=1.[H][H]>CO.[Pd]>[OH:20][CH:18]([C:15]1[CH:14]=[CH:13][C:12]([CH2:11][C@H:10]([NH:21][C:22]([C@@H:24]2[CH2:29][CH2:28][CH2:27][CH2:26][N:25]2[S:30]([C:33]2[CH:38]=[CH:37][CH:36]=[C:35]([C:39]([F:41])([F:42])[F:40])[CH:34]=2)(=[O:32])=[O:31])=[O:23])[C:9]([OH:43])=[O:8])=[CH:17][CH:16]=1)[CH3:19]

Participants

5

Reactant 2

HCID 66750696HCID 66750696, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 66750920HCID 66750920, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To 0.15 g (0.24 mmol) of (S)-3-(4-acetyl-phenyl)-2-{[(S)-1-(3-trifluoromethyl-benzenesulfonyl)-piperidine-2-carbonyl]-amino}-propionic acid benzyl ester in 30 ml of methanol was added 0.030 g of 10% palladium on carbon. The resulting suspension was stirred under 50 psi of hydrogen for 2 hours, after which the suspension was filtered and the filtrate was concentrated to provide 0.12 g (0.24 mmol) of the title compound which was used without further purification. The 300 MHz 1H NMR was consistent with the structure. LCMS (M+Na): m/z 551, retention time 3.05 min.

Workup

  1. filtrationafter which the suspension was filtered
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-2b932d8d2fc649f8adc1fe2f47b3de7b
Source dataset
uspto-grants-2010_08
Patent number
US07777042B2

Reaction notes

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