HCID 21091418, compound → HCID 21091421, compound

HRID 1348645Notes

Reaction equation

HRID 1348645 reaction equation
[C:1]([O:5][C:6]([NH:8][CH:9]([CH:13]([O:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[N+:23]([O-])=O)[CH2:14][CH3:15])[C:10]([OH:12])=[O:11])=[O:7])([CH3:4])([CH3:3])[CH3:2]>CO.[Pd]>[NH2:23][C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=1[O:16][CH:13]([CH2:14][CH3:15])[CH:9]([NH:8][C:6]([O:5][C:1]([CH3:3])([CH3:4])[CH3:2])=[O:7])[C:10]([OH:12])=[O:11]

Participants

4

Reactant 1

HCID 21091418HCID 21091418, compound

Product 1

HCID 21091421HCID 21091421, compoundYield 95%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

6.03 g (17.0 mmol) 2-tert-butoxycarbonylamino-3-(2-nitro-phenoxy)-pentanoic acid in 110 ml methanol were hydrogenated with 0.21 g Palladium 10% on charcoal. Filtration and removal of the solvent by distillation yielded 5.22 g (95%) 3-(2-amino-phenoxy)-2-tert-butoxycarbonylamino-pentanoic acid as red oil, MS m/e (%): 325.3 (M+H+, 100).

Workup

  1. filtrationFiltration and removal of the solvent
  2. distillationby distillation

Sources & evidence

ORD record
ord-d9b12ac5aef04a26bf6c918dcdebba82
Source dataset
uspto-grants-2007_05
Patent number
US07211573B2

Reaction notes

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