Hydrochloric Acid → (1S)-1-Benzyl-2-(benzyloxy)ethylamine hydrochloride

HRID 879240Notes

Reaction equation

HRID 879240 reaction equation
C(OC(=O)[NH:7][C@@H:8]([CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[CH2:9][O:10][CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)(C)(C)C.[ClH:26]>O1CCOCC1>[ClH:26].[CH2:11]([O:10][CH2:9][C@@H:8]([NH2:7])[CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 66837219tert.-Butyl-[(2S)-1-(benzyloxy)-3-phenylpropan-2-yl]carbamate2×

Product 1

HCID 12815229(1S)-1-Benzyl-2-(benzyloxy)ethylamine hydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

220 mg (644 μmol) of -tert.-butyl-[(2S)-1-(benzyloxy)-3-phenylpropane-2-yl]carbamate (intermediate 30) were dissolved in 11 ml of a 4 N hydrogen chloride solution diluted in dioxane and stirred for 1 hour at RT. Then, the batch was evaporated and the residue vacuum dried. The yield was 138 mg (77% o. th.) of the title compound.

Workup

  1. customThen, the batch was evaporated
  2. customthe residue vacuum dried

Sources & evidence

ORD record
ord-cb062d12c8544f64bd10ff6f71d0864f
Source dataset
uspto-grants-2015_03
Patent number
US08987209B2

Reaction notes

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