HCID 18659860, compound → HCID 946737, compound

HRID 1291762Notes

Reaction equation

HRID 1291762 reaction equation
C([O:8][C:9](=[O:23])[C@H:10]([CH:20]([CH3:22])[CH3:21])[NH:11][C:12]([N:14]1[CH2:19][CH2:18][O:17][CH2:16][CH2:15]1)=[O:13])C1C=CC=CC=1.[H][H]>C(OCC)(=O)C.[Pd]>[O:17]1[CH2:18][CH2:19][N:14]([C:12]([NH:11][C@H:10]([C:9]([OH:23])=[O:8])[CH:20]([CH3:22])[CH3:21])=[O:13])[CH2:15][CH2:16]1

Participants

5

Reactant 2

HCID 18659860HCID 18659860, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 946737HCID 946737, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

2.7 g (8.4 mmol) of N-morpholinocarbonyl-(L)-valine-benzyl ester are dissolved in 75 ml of ethyl acetate and the solution is hydrogenated for 3 h in the presence of 500 mg of 10% palladium on carbon at 1 atm hydrogen pressure and RT. The catalyst is filtered off and, after concentrating the solvent by evaporation, the title compound is obtained in the form of a colourless oil. 1H-NMR (300 MHz, CD3OD): 4.15 (m, 1H), 3.65 (m, 4H), 3.40 (m, 4H), 2.12 (m, 1H), 0.95 (2d, 6H).

Workup

  1. filtrationThe catalyst is filtered off
  2. concentrationafter concentrating the solvent
  3. customby evaporation

Sources & evidence

ORD record
ord-d48136f2a55e4c03bb6fa9cd983a6965
Source dataset
uspto-grants-1998_05
Patent number
US05753652

Reaction notes

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