Hydrochloric Acid → HCID 14014854, compound

HRID 986359Notes

Reaction equation

HRID 986359 reaction equation
[ClH:1].Cl.[NH2:3][C@@H:4]([CH2:10][CH:11]1[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1)[C@@H:5]([OH:9])[C:6]([OH:8])=[O:7].[CH:17](O)([CH3:19])[CH3:18]>>[ClH:1].[CH:17]([O:7][C:6](=[O:8])[C@H:5]([OH:9])[C@@H:4]([NH2:3])[CH2:10][CH:11]1[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1)([CH3:19])[CH3:18]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 3776IsopropanolHCID 14014845HCID 14014845, compound

Product 1

HCID 14014854HCID 14014854, compound

Procedure

Hydrogen chloride was passed into a suspension of 1.0 g of (2R, 3S)-3-amino-4-cyclohexyl-2-hydroxy butyric acid hydrochloride in 10 ml of isopropyl alcohol with stirring under ice-cooling, and the mixture was heated under reflux for 2 hours. After evaporation of the reaction mixture, benzene was added to the residue and the mixture was evaporated under reduced pressure. The residue was dissolved in 10 ml of ethyl acetate and the precipitated crystals were collected by filtration to obtain 1.0 g of (2R, 3S)3-amino-4-cyclohexyl-2-hydroxybutyric acid isopropyl ester hydrochloride as a white powder.

Workup

  1. temperaturecooling
  2. temperaturethe mixture was heated
  3. temperatureunder reflux for 2 hours
  4. customAfter evaporation of the reaction mixture, benzene
  5. additionwas added to the residue
  6. customthe mixture was evaporated under reduced pressure
  7. dissolutionThe residue was dissolved in 10 ml of ethyl acetate
  8. filtrationthe precipitated crystals were collected by filtration

Sources & evidence

ORD record
ord-b561e9e02e4949998dc645849f947aa6
Source dataset
uspto-grants-1987_12
Patent number
US04711958

Reaction notes

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