HCID 53718425, compound → HCID 54213503, compound

HRID 1584409Notes

Reaction equation

HRID 1584409 reaction equation
C(OC([NH:11][C@@H:12]([CH2:21][S:22]([C:25]1[CH:30]=[CH:29][C:28]([O:31][C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)=[CH:27][CH:26]=1)(=[O:24])=[O:23])[C:13]([NH:15][O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:14])=O)C1C=CC=CC=1>C(O)C.[Pd]>[NH2:11][C@@H:12]([CH2:21][S:22]([C:25]1[CH:26]=[CH:27][C:28]([O:31][C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)=[CH:29][CH:30]=1)(=[O:23])=[O:24])[C:13]([NH:15][O:16][C:17]([CH3:18])([CH3:19])[CH3:20])=[O:14]

Participants

4

Reactant 1

HCID 53718425HCID 53718425, compound

Product 1

HCID 54213503HCID 54213503, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

(R)-2-(benzyloxycarbonylamino)-N-tert-butoxy-3-(4-phenoxyphenylsulfonyl)-propionamide (6.0 g) obtained from Example 17 was dissolved in ethanol (100 ml) and hydrogenated at 1 atmosphere in the presence of 10% palladium on carbon (6 g) for a period of 18 hours. The catalyst was filtered off and the solvent removed from the filtrate under reduced pressure to give (R)-2-amino-N-tert-butoxy-3-(4-phenoxyphenylsulfonyl)-propionamide as a glass.

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe solvent removed from the filtrate under reduced pressure

Sources & evidence

ORD record
ord-4b114916e5dd48e5a2303282668e0d6a
Source dataset
uspto-grants-1999_08
Patent number
US05932595

Reaction notes

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