HCID 67077094, compound → HCID 67077010, compound

HRID 1348662Notes

Reaction equation

HRID 1348662 reaction equation
[CH2:1]([N:8]([CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)[CH:9]([CH:13]([O:16][C:17]1[CH:22]=[CH:21][C:20]([F:23])=[CH:19][C:18]=1[N+:24]([O-])=O)[CH2:14][CH3:15])[C:10]([OH:12])=[O:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>CO.[Ni]>[NH2:24][C:18]1[CH:19]=[C:20]([F:23])[CH:21]=[CH:22][C:17]=1[O:16][CH:13]([CH2:14][CH3:15])[CH:9]([N:8]([CH2:1][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)[CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)[C:10]([OH:12])=[O:11]

Participants

4

Reactant 1

HCID 67077094HCID 67077094, compound

Product 1

HCID 67077010HCID 67077010, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

4.30 g (9.50 mmol) racemic (2S,3R and 2R,3S)-2-dibenzylamino-3-(4-fluoro-2-nitro-phenoxy)-pentanoic acid in 30 ml methanol were hydrogenated with 1.12 g Raney-Nickel. Filtration and removal of the solvent by distillation yielded 3.95 g (98%) (2S,3R and 2R,3S)-3-(2-amino-4-fluoro-phenoxy)-2-dibenzylamino-pentanoic acid as foam, MS m/e (%): 423.1 (M+H+, 100).

Workup

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

Sources & evidence

ORD record
ord-35ced5325029432489fb29dcd8c38d80
Source dataset
uspto-grants-2007_05
Patent number
US07211573B2

Reaction notes

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