HCID 57113187, compound → HCID 57254551, compound

HRID 1109395Notes

Reaction equation

HRID 1109395 reaction equation
C(OC([N:11]1[C@@H:15]([CH2:16][CH:17]([CH3:19])[CH3:18])[CH:14]([CH:20]([OH:28])[CH2:21][N:22]2[CH2:27][CH2:26][O:25][CH2:24][CH2:23]2)[O:13]C1(C)C)=O)C1C=CC=CC=1>C(O)C.[Pd]>[NH2:11][C@@H:15]([CH2:16][CH:17]([CH3:19])[CH3:18])[CH:14]([OH:13])[CH:20]([OH:28])[CH2:21][N:22]1[CH2:23][CH2:24][O:25][CH2:26][CH2:27]1

Participants

4

Reactant 1

HCID 57113187HCID 57113187, compound

Product 1

HCID 57254551HCID 57254551, compoundYield 73.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

53.7 mg of (4S,5RS)-3-benzyloxycarbonyl-2,2-dimethyl-5-[(1RS)-1-hydroxy-2-morpholinoethyl]-4-isobutyloxazolidine was dissolved in 0.8 ml of ethanol, and palladium black was added thereto. Then, hydrogenation was conducted at room temperature at atmospheric pressure. The catalyst was removed by filtration, and the solvent was distilled off to obtain 23 mg of (2RS,3RS,4S)-4-amino-6-methyl-1-morpholino-2,3-heptanediol as colorless oily substance.

Workup

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

Sources & evidence

ORD record
ord-7643976890d2499eb47d4ba52014b169
Source dataset
uspto-grants-1994_06
Patent number
US05319082

Reaction notes

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