Hydrochloride methanol → (S)-tert-Butyl 2-amino-3-((tert-butoxycarbonyl)amino)propanoate hydrochloride

HRID 1167676Notes

Reaction equation

HRID 1167676 reaction equation
C(OC([NH:11][C@@H:12]([CH2:20][NH:21][C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])[C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14])=O)C1C=CC=CC=1.CO.[ClH:31]>[Pd]>[ClH:31].[NH2:11][C@@H:12]([CH2:20][NH:21][C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])[C:13]([O:15][C:16]([CH3:18])([CH3:19])[CH3:17])=[O:14]

Participants

4

Reactant 2

HCID 21893726Hydrochloride methanolHCID 53876012tert-Butyl (2S)-benzyloxycarbonylamino-3-tert-butoxycarbonylaminopropionate

Product 1

HCID 86585733(S)-tert-Butyl 2-amino-3-((tert-butoxycarbonyl)amino)propanoate hydrochlorideYield 99%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

13.1 g (33.2 mmol) of (13.8) are hydrogenated in methanol/HCl over 10% Pd/C. After 1.5 h, the mixture is filtered and the filtrate is concentrated in vacuo; 9.77 g (99%) of (13.9) are obtained as a colorless solid.

Workup

  1. filtrationthe mixture is filtered
  2. concentrationthe filtrate is concentrated in vacuo

Sources & evidence

ORD record
ord-ac7df406b669423f96eb43885a75b97e
Source dataset
uspto-grants-2003_09
Patent number
US06620820B2

Reaction notes

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