Ethanol → HCID 178456008, compound

HRID 1655752Notes

Reaction equation

HRID 1655752 reaction equation
[CH2:1]([C@H:8]([NH:18][C:19](=[O:44])[CH:20]([NH:27][C:28](=[O:43])[CH:29](C(=O)C(C)(C)C)[CH2:30]C1C=CC=CC=1)[CH2:21][C:22]1[N:23]=[CH:24][NH:25][CH:26]=1)[C@@H:9]([OH:17])[CH2:10][C@@H:11]([CH:14]([CH3:16])[CH3:15])[CH:12]=[CH2:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:45]([OH:47])[CH3:46]>[Pd]>[CH2:1]([C@H:8]([NH:18][C:19](=[O:44])[C@@H:20]([NH:27][C:28](=[O:43])[C@@H:29]([CH2:46][C:45](=[O:47])[C:11]([CH3:14])([CH3:12])[CH3:10])[CH2:30][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[CH2:21][C:22]1[N:23]=[CH:24][NH:25][CH:26]=1)[C@@H:9]([OH:17])[CH2:10][C@@H:11]([CH:14]([CH3:15])[CH3:16])[CH2:12][CH3:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 702EthanolHCID 178455991HCID 178455991, compound

Product 1

HCID 178456008HCID 178456008, compound

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

120 mg of N-[(1S,2S,4S)-1-benzyl-2-hydroxy-4-isopropyl-5-hexenyl]-α-(α-pivaloylhydrocinnamamido)imidazole-4-propionamide in 10 ml of ethanol were hydrogenated at room temperature for 2 hours in the presence of 20 mg of palladium-on-carbon. Thereafter, the catalyst was filtered off and the solvent was evaporated under reduced pressure, to obtain (S)-N-[(1S,2S,4S)-1-benzyl-2-hydroxy-4-isopropylhexyl]-α-[(R)-α-(3,3-dimethyl- 2-oxobutyl)hydrocinnamamido]imidazole-4-propionamide as a foam. MS: 617 (M+H)+.

Workup

  1. filtrationThereafter, the catalyst was filtered off
  2. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-2217c13bd2874d5a8ee5c39aabd2e9e9
Source dataset
uspto-grants-1993_10
Patent number
US05250517

Reaction notes

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