HCID 57162091, compound → HCID 57136440, compound

HRID 1720662Notes

Reaction equation

HRID 1720662 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 at 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-22f2bd535fa94e9f8693f5b1dc1518a1
Source dataset
uspto-grants-1996_04
Patent number
US05506356

Reaction notes

Loading…