Chloroform methanol → HCID 70089551, compound

HRID 1729327Notes

Reaction equation

HRID 1729327 reaction equation
[CH3:1][O:2][C:3](=[O:26])[C@H:4]([CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[N:5]([C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])CCCN=[N+]=[N-].CO.C(Cl)(Cl)[Cl:30]>[Pd]>[ClH:30].[CH3:1][O:2][C:3](=[O:26])[C@@:4]([CH2:19][C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1)([CH2:20][CH2:19][CH2:4][NH2:5])[NH:5][C:12]([O:14][C:15]([CH3:16])([CH3:17])[CH3:18])=[O:13]

Participants

4

Reactant 2

HCID 21584188Chloroform methanolHCID 86748027HCID 86748027, compound

Product 1

HCID 70089551HCID 70089551, compound

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

(S)-BOC-(2-benzyl)-3-azidopropyl glycine methyl ester (0.19 g, 0.52 mmol) is dissolved in methanol/chloroform (15:1) (8 ml) and hydrogenated at atmospheric pressure over 10% palladium on carbon for 5 hours. The mixture is filtered, concentrated in vacuo, and the residue triturated with ether/benzene and reconcentrated to give (S)-BOC-(2-benzyl)-ornithine methyl ester hydrochloride.

Workup

  1. filtrationThe mixture is filtered
  2. concentrationconcentrated in vacuo
  3. customthe residue triturated with ether/benzene

Sources & evidence

ORD record
ord-22a1293b17684cfea0fc3ba6dc5154fa
Source dataset
uspto-grants-1994_07
Patent number
US05332726

Reaction notes

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