Ethanol → L-Isoleucine

HRID 2220807Notes

Reaction equation

HRID 2220807 reaction equation
[OH-].[Na+].[NH3:3].[C:4]([OH:11])(=[O:10])/[CH:5]=[CH:6]/[C:7](O)=O.[CH2:12](O)[CH3:13]>>[NH2:3][C@H:5]([C:4]([OH:11])=[O:10])[C@H:6]([CH2:12][CH3:13])[CH3:7]

Participants

4

Reactant 3

HCID 702EthanolHCID 444972Fumaric AcidHCID 23716558HCID 23716558, compound

Product 1

HCID 6306L-Isoleucine

Procedure

On a pilot-plant scale the free amine is prepared by the addition of NaOH/NH3. Fumaric acid is dissolved in hot ethanol, the free amine is added dropwise, and (Ile-Thia)2 furmarate (M=520.71 gmol−1) precipitates. The analysis of isomers and enantiomers is carried out by electrophoresis.

Workup

  1. custom(Ile-Thia)2 furmarate (M=520.71 gmol−1) precipitates

Sources & evidence

ORD record
ord-35b54e5b223c420db535d8d0f81e9fda
Source dataset
uspto-grants-2008_05
Patent number
US07368421B2

Reaction notes

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