trans 1-Ethoxycarbonyl-2-ethoxycarbonylpyrrolidine-3-ethanol → HCID 86743787, compound

HRID 345358Notes

Reaction equation

HRID 345358 reaction equation
[CH2:1]([O:3][C:4]([N:6]1[CH2:10][CH2:9][C@@H:8]([CH2:11][CH2:12][OH:13])[C@@H:7]1[C:14]([O:16][CH2:17][CH3:18])=[O:15])=[O:5])[CH3:2].[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1>C(Cl)Cl>[CH2:1]([O:3][C:4]([N:6]1[CH2:10][CH2:9][C@@H:8]([CH2:11][CH:12]=[O:13])[C@@H:7]1[C:14]([O:16][CH2:17][CH3:18])=[O:15])=[O:5])[CH3:2]

Participants

4

Reactant 2

HCID 86743788trans 1-Ethoxycarbonyl-2-ethoxycarbonylpyrrolidine-3-ethanolHCID 178418287HCID 178418287, compound

Product 1

HCID 86743787HCID 86743787, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 0.991 g of trans 1-ethoxycarbonyl-2-ethoxycarbonylpyrrolidine-3-ethanol and 1.24 g pyridinium chlorochromate in 20 ml of methylene chloride is stirred under nitrogen for 4 hours. Mixture is filtered and purified by flash chromatography using ethyl acetate/hexane (1:1) to yield trans 1-ethoxycarbonyl-2-ethoxycarbonylpyrrolidine-3-acetaldehyde.

Workup

  1. filtrationMixture is filtered
  2. custompurified by flash chromatography

Sources & evidence

ORD record
ord-cf02b3c29ba74b089a1aebc94bbfc1c3
Source dataset
uspto-grants-1991_10
Patent number
US05057506

Reaction notes

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