HCID 86604157, compound → HCID 86604156, compound

HRID 1816869Notes

Reaction equation

HRID 1816869 reaction equation
C(OC([NH:11][C@H:12]([CH2:29][P:30]([O:34][CH3:35])([O:32][CH3:33])=[O:31])[C:13]([NH:15][C:16]1[CH:21]=[CH:20][C:19]([N:22]2[CH2:27][CH2:26][O:25][CH2:24][C:23]2=[O:28])=[CH:18][CH:17]=1)=[O:14])=O)C1C=CC=CC=1.[H][H]>CO.[Pd]>[NH2:11][C@H:12]([CH2:29][P:30]([O:32][CH3:33])([O:34][CH3:35])=[O:31])[C:13]([NH:15][C:16]1[CH:21]=[CH:20][C:19]([N:22]2[CH2:27][CH2:26][O:25][CH2:24][C:23]2=[O:28])=[CH:18][CH:17]=1)=[O:14]

Participants

5

Reactant 2

HCID 86604157HCID 86604157, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 86604156HCID 86604156, compoundYield 93.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

5.3 The mixture of 0.39 g (0.78 mmol) of (S)-2-(benzyloxycarbonyl-amino)-N-[4-(3-oxomorpholin-4-yl)phenyl]-3-(dimethoxyphosphoryl)-propionamide and 0.4 g of 5% palladium/carbon in 30 ml of methanol is hydrogenated until hydrogen is no longer taken up. The reaction mixture is subsequently filtered off, and the filtrate is evaporated to dryness, giving 0.27 g of (S)-2-amino-N-[4-(3-oxomorpholin-4-yl)phenyl]-3-(dimethoxyphosphoryl)propionamide as colourless oil, ESI 371.

Workup

  1. filtrationThe reaction mixture is subsequently filtered off
  2. customthe filtrate is evaporated to dryness

Sources & evidence

ORD record
ord-96042dcb429c4efca87328da29667665
Source dataset
uspto-grants-2009_10
Patent number
US07598241B2

Reaction notes

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