(1-Dimethylcarbamoyl-2-phenyl-ethyl)-carbamic acid tert-butyl ester → (2S)-2-Amino-N,N-dimethyl-3-phenylpropanamide hydrochloride

HRID 651155Notes

Reaction equation

HRID 651155 reaction equation
C(OC(=O)[NH:7][CH:8]([C:16](=[O:20])[N:17]([CH3:19])[CH3:18])[CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)(C)(C)C.[ClH:22].O1CCOCC1>>[ClH:22].[NH2:7][C@@H:8]([CH2:9][C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1)[C:16]([N:17]([CH3:19])[CH3:18])=[O:20]

Participants

3

Reactant 2

HCID 14541823(1-Dimethylcarbamoyl-2-phenyl-ethyl)-carbamic acid tert-butyl esterHCID 204431481,4-Dioxane hydrochloride

Product 1

HCID 12653778(2S)-2-Amino-N,N-dimethyl-3-phenylpropanamide hydrochloride

Conditions

Temperature
25 °C

Procedure

(1-Dimethylcarbamoyl-2-phenyl-ethyl)-carbamic acid tert-butyl ester (8.6 g, 29 mmol) was dissolved in 4 M HCl-dioxane (110 ml) at 0° C. and the mixture stirred at 25° C. for 1 hour. The mixture was concentrated and the solids triturated with ether. Yield, 6.2 g, 92%; PBMS 193 (MH+, 100%).

Workup

  1. concentrationThe mixture was concentrated
  2. customthe solids triturated with ether
  3. customYield

Sources & evidence

ORD record
ord-596a9f47d2a54c049817a93e35a8c7cc
Source dataset
uspto-grants-2001_08
Patent number
US06277877B1

Reaction notes

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