HCID 69804279, compound → HCID 69804290, compound

HRID 488647Notes

Reaction equation

HRID 488647 reaction equation
[CH3:1][Si:2]([CH3:29])([CH3:28])[CH2:3][CH2:4][O:5][C:6](=[O:27])[CH:7]([NH:22][C:23]([O:25][CH3:26])=[O:24])[CH2:8][C:9]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[C:12]([N+:19]([O-])=O)=[CH:11][CH:10]=1>CO.[Pd]>[CH3:29][Si:2]([CH3:1])([CH3:28])[CH2:3][CH2:4][O:5][C:6](=[O:27])[CH:7]([NH:22][C:23]([O:25][CH3:26])=[O:24])[CH2:8][C:9]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[C:12]([NH2:19])=[CH:11][CH:10]=1

Participants

4

Reactant 1

HCID 69804279HCID 69804279, compound

Product 1

HCID 69804290HCID 69804290, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 2-methoxycarbonylamino-3-(4-nitro-naphthalen-1-yl)-propionic acid 2-trimethylsilanyl-ethyl ester (1.1 g, 2.64 mmol), 10% palladium on C (0.056 g) in methanol (5 mL) was stirred under an atmosphere of hydrogen for 4 hours. The mixture was filtered through diatomaceous earth and the filter cake washed with methanol (2×25 mL). The combined methanol was concentrated under reduced pressure to provide the titled compound. MS (ESI(+)) m/e 389 (M+H)+.

Workup

  1. filtrationThe mixture was filtered through diatomaceous earth
  2. washthe filter cake washed with methanol (2×25 mL)
  3. concentrationThe combined methanol was concentrated under reduced pressure

Sources & evidence

ORD record
ord-c9c6b400e50c4adf9b7516cbac370f0b
Source dataset
uspto-grants-2005_12
Patent number
US06972340B2

Reaction notes

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