Hydrochloric Acid → (2RS, 3S)-3-amino-2-hydroxy-5-methylhexyl isoamyl ether hydrochloride

HRID 1905324Notes

Reaction equation

HRID 1905324 reaction equation
[CH2:1]([O:6][CH2:7][CH:8]([OH:25])[C@@H:9]([NH:14]C(OCC1C=CC=CC=1)=O)[CH2:10][CH:11]([CH3:13])[CH3:12])[CH2:2][CH:3]([CH3:5])[CH3:4].[ClH:26]>CO.[Pd]>[ClH:26].[CH2:1]([O:6][CH2:7][CH:8]([OH:25])[C@@H:9]([NH2:14])[CH2:10][CH:11]([CH3:13])[CH3:12])[CH2:2][CH:3]([CH3:5])[CH3:4]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 131715982(2RS, 3S)-3-carbobenzoxyamino-2-hydroxy-5-methylhexyl isoamyl ether

Product 1

HCID 131715983(2RS, 3S)-3-amino-2-hydroxy-5-methylhexyl isoamyl ether hydrochloride

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of 95 mg of the ether obtained in 2 ml of methanol was added 0.27 ml of a 1N-hydrochloric acid, and the mixture was hydrogenated over 10 mg of a 10% palladium charcoal under hydrogen atmosphere. After filtration of the catalyst, the filtrate was evaporated under reduced pressure to obtain 65 mg of (2RS, 3S)-3-amino-2-hydroxy-5-methylhexyl isoamyl ether hydrochloride as a colorless viscous oil.

Workup

  1. filtrationAfter filtration of the catalyst
  2. customthe filtrate was evaporated under reduced pressure

Sources & evidence

ORD record
ord-2baee041044e41a2b99fb1a967bd2d34
Source dataset
uspto-grants-1989_06
Patent number
US04841067

Reaction notes

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