HCID 57162091, compound → HCID 57136440, compound

HRID 1109400Notes

Reaction equation

HRID 1109400 reaction equation
C(OC([N:11]1[C@@H:15]([CH2:16][CH:17]2[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]2)[CH:14]([CH:23]([OH:31])[CH2:24][N:25]([CH2:29][CH3:30])[CH2:26][CH2:27][OH:28])[O:13]C1(C)C)=O)C1C=CC=CC=1>C(O)C.[Pd]>[NH2:11][C@@H:15]([CH2:16][CH:17]1[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22]1)[CH:14]([OH:13])[CH:23]([OH:31])[CH2:24][N:25]([CH2:29][CH3:30])[CH2:26][CH2:27][OH:28]

Participants

4

Reactant 1

HCID 57162091HCID 57162091, compound

Product 1

HCID 57136440HCID 57136440, compoundYield 94.7%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

83 mg of the compound obtained in step (1) was dissolved in 0.8 ml of ethanol, and palladium black was added thereto. The hydrogenation was conducted at room temperature under atmospheric pressure. The catalyst was removed by filtration, and the solvent was distilled off under reduced pressure to obtain 49 mg of (2RS,3RS,4S)-4-amino-5-cyclohexyl-1-[ethyl(2-hydroxyethyl)amino]-2,3-pentanediol as colorless oily substance.

Workup

  1. customwas conducted at room temperature under atmospheric pressure
  2. customThe catalyst was removed by filtration
  3. distillationthe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-c7e864be91f74bb8a5f050d67b0ec830
Source dataset
uspto-grants-1994_06
Patent number
US05319082

Reaction notes

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