Isobutylamine → (1-Benzyl-2-hydroxy-3-isobutylaminopropyl)carbamic acid tert-butyl ester

HRID 501990Notes

Reaction equation

HRID 501990 reaction equation
[CH2:1]([NH2:5])[CH:2]([CH3:4])[CH3:3].[C:6]([O:10][C:11](=[O:24])[NH:12][CH:13]([CH:21]1[CH2:23][O:22]1)[CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)([CH3:9])([CH3:8])[CH3:7]>>[C:6]([O:10][C:11](=[O:24])[NH:12][CH:13]([CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[CH:21]([OH:22])[CH2:23][NH:5][CH2:1][CH:2]([CH3:4])[CH3:3])([CH3:7])([CH3:8])[CH3:9]

Participants

3

Reactant 2

HCID 6558IsobutylamineHCID 4571240tert-Butyl (1-(oxiran-2-yl)-2-phenylethyl)carbamate

Product 1

HCID 21878363(1-Benzyl-2-hydroxy-3-isobutylaminopropyl)carbamic acid tert-butyl ester

Procedure

To 154.4 Kg isobutylamine, (1-Oxiranyl-2-phenyl-ethyl)-carbamic acid tert-butyl ester (53.3 Kg) was added, and then the solution was heated under reflux. Under reduced pressure, isobutylamine was removed from the reaction mixture, and then replaced by toluene.

Workup

  1. temperaturethe solution was heated
  2. temperatureunder reflux
  3. customUnder reduced pressure, isobutylamine was removed from the reaction mixture

Sources & evidence

ORD record
ord-49ad5ce2727446fe9f43cc99acc16152
Source dataset
uspto-grants-2010_08
Patent number
US07772411B2

Reaction notes

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