Hydrochloric Acid → (2RS, 3S)-3-amino-4-cyclohexyl-2-hydroxy-N-isobutylbutyramide hydrochloride

HRID 986361Notes

Reaction equation

HRID 986361 reaction equation
C(OC([NH:8][C@@H:9]([CH2:19][CH:20]1[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]1)[CH:10]([OH:18])[C:11]([NH:13][CH2:14][CH:15]([CH3:17])[CH3:16])=[O:12])=O)(C)(C)C.[ClH:26]>CO>[ClH:26].[NH2:8][C@@H:9]([CH2:19][CH:20]1[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25]1)[CH:10]([OH:18])[C:11]([NH:13][CH2:14][CH:15]([CH3:16])[CH3:17])=[O:12]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86741924(2RS, 3S)-3-(tert-butoxycarbonyl)amino-4-cyclohexyl-2-hydroxy-N-isobutylbutyramide

Product 1

HCID 14181682(2RS, 3S)-3-amino-4-cyclohexyl-2-hydroxy-N-isobutylbutyramide hydrochloride

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 590 mg of the amide compound in 10 ml of methyl alcohol was added 3.3 ml of a 2N-hydrochloric acid, and the mixture was heated under reflux for 2 hours. The reaction mixture was evaporated under reduced pressure to obtain 254 mg of (2RS, 3S)-3-amino-4-cyclohexyl-2-hydroxy-N-isobutylbutyramide hydrochloride as a white powder.

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 2 hours
  3. customThe reaction mixture was evaporated under reduced pressure

Sources & evidence

ORD record
ord-e69f516287d149bd99aca742b55ea53e
Source dataset
uspto-grants-1987_12
Patent number
US04711958

Reaction notes

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