Methanol → L-Threonine methyl ester

HRID 2051218Notes

Reaction equation

HRID 2051218 reaction equation
S(Cl)(Cl)=O.[NH2:5][C@H:6]([C:10]([OH:12])=[O:11])[C@@H:7]([CH3:9])[OH:8].[CH3:13]O>>[NH2:5][C@@H:6]([C@H:7]([OH:8])[CH3:9])[C:10]([O:12][CH3:13])=[O:11]

Participants

4

Reactant 3

HCID 887MethanolHCID 6288L-ThreonineHCID 24386Thionyl Chloride

Product 1

HCID 2734894L-Threonine methyl ester

Procedure

109 ml (1.5 mol) of thionyl chloride are added dropwise at 0° C. with strong cooling to 240 ml of methanol. 60 g (0.5 mol) of L-threonine are then added and the mixture is stirred at room temperature for 2 days, a clear solution resulting. After concentration, 85 g of a colorless oil are obtained.

Workup

  1. customa clear solution resulting
  2. concentrationAfter concentration, 85 g of a colorless oil
  3. customare obtained

Sources & evidence

ORD record
ord-9f08b333a21f43b1afa38ee9ea2551a0
Source dataset
uspto-grants-1991_05
Patent number
US05017590

Reaction notes

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