HCID 178456019, compound → HCID 178456020, compound

HRID 1655731Notes

Reaction equation

HRID 1655731 reaction equation
[NH2:1][C@@H:2]([CH2:23][C:24]1[N:25]=[CH:26][NH:27][CH:28]=1)[C:3]([NH:5][C@@H:6]([CH2:16][CH:17]1[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]1)[C@@H:7]([OH:15])[CH2:8][C@@H:9]([CH:12]([CH3:14])[CH3:13])[CH:10]=[CH2:11])=[O:4]>CO.[Pd]>[NH2:1][C@@H:2]([CH2:23][C:24]1[N:25]=[CH:26][NH:27][CH:28]=1)[C:3]([NH:5][C@@H:6]([CH2:16][CH:17]1[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22]1)[C@@H:7]([OH:15])[CH2:8][C@@H:9]([CH:12]([CH3:14])[CH3:13])[CH2:10][CH3:11])=[O:4]

Participants

4

Reactant 1

HCID 178456019HCID 178456019, compound

Product 1

HCID 178456020HCID 178456020, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

50 mg of (S)-α-amino-N-[(1S,2S,4S)-1-(cyclohexylmethyl)-2-hydroxy-4-isopropyl-5-hexenyl]imidazole-4-propionamide were dissolved in 3 ml of methanol and hydrogenated at room temperature for 3 hours at normal pressure in the presence of 7 mg of palladium-on-carbon. Thereafter, the catalyst was filtered off and rinsed with methanol. The alcoholic solution was then evaporated under reduced pressure, to obtain (S)-α-amino-N-[(1S,2S,4S)-1-(cyclohexylmethyl)-2-hydroxy-4-isopropylhexyl]imidazole-4-propionamide as a colorless foam. MS: 393 (M+H)+.

Workup

  1. filtrationThereafter, the catalyst was filtered off
  2. washrinsed with methanol
  3. customThe alcoholic solution was then evaporated under reduced pressure

Sources & evidence

ORD record
ord-dd1381f50e3146ebac44a8807bcd2ade
Source dataset
uspto-grants-1993_10
Patent number
US05250517

Reaction notes

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