HCID 59904582, compound → HCID 59904579, compound

HRID 2303397Notes

Reaction equation

HRID 2303397 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 59904582HCID 59904582, compound

Product 1

HCID 59904579HCID 59904579, compoundYield 110.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

(3S,4S)-4-Benzyl-3,4-dihydroxy-piperidine-1-carboxylic acid benzyl ester 8.2 g (24 mmol) was dissolved in 250 ml EtOH and hydrogenated in the presence of 1.1 g Pd/C, (10%)under atmospheric pressure 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 5.5 g (quant., ˜95% purity) (3S,4S)-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-4cd31c308b654abfa9cbc8fb90402c58
Source dataset
uspto-grants-2002_08
Patent number
US06432985B1

Reaction notes

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