HCID 59904578, compound → HCID 59904576, compound

HRID 2303396Notes

Reaction equation

HRID 2303396 reaction equation
C(OC([N:11]1[CH2:16][CH2:15][C@@:14]([CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)([OH:17])[C@H:13]([OH:25])[CH2:12]1)=O)C1C=CC=CC=1>CCO.[Pd]>[CH2:18]([C@@:14]1([OH:17])[CH2:15][CH2:16][NH:11][CH2:12][C@H:13]1[OH:25])[C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1

Participants

4

Reactant 1

HCID 59904578HCID 59904578, compound

Product 1

HCID 59904576HCID 59904576, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

(3R,4R)-4-benzyl-3,4-dihydroxy-piperidine-1-carboxylic acid benzyl ester 11.0 g (32 mmol) was dissolved in 250 ml EtOH and hydrogenated in the presence of 1.1 g Pd/C (10%) under atmospheric pressure of H2 at r.t. After 16 hours the reaction was complete and the catalyst was filtered off and the solvent was removed under reduced pressure to give 6.6 g (32 mmol, 100%) (3R,4R)-4-benzyl-3,4-dihydroxy-piperidine as an oil.

Workup

  1. filtrationthe catalyst was filtered off
  2. customthe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-517b0ce7bb9645f7bcd25e50263ff875
Source dataset
uspto-grants-2002_08
Patent number
US06432985B1

Reaction notes

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