Methanol → L-cysteic acid methyl ester hydrochloride

HRID 529206

Reaction equation

HRID 529206 reaction equation
[NH2:1][C@H:2]([C:8]([OH:10])=[O:9])[CH2:3][S:4](=[O:7])([OH:6])=[O:5].S(Cl)([Cl:13])=O.[CH3:15]O>>[ClH:13].[CH3:15][O:9][C:8](=[O:10])[C@H:2]([CH2:3][S:4](=[O:6])([OH:7])=[O:5])[NH2:1]

Participants

4

Reactant 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 72886L-Cysteic acid

Product 1

HCID 86673321L-cysteic acid methyl ester hydrochlorideYield 75%

Procedure

L-Cysteic acid (300 mg, 1.77 mmol) was dissolved in methanol (12 mL), and thionyl chloride (2.5 mL, 34 mmol) was slowly added dropwise at 0° C. After stirring at room temperature overnight, the reaction mixture was concentrated under reduced pressure, and the obtained residue was suspended in diisopropyl ether. The suspension was filtered to give the title compound as white crystals (291 mg, 1.33 mmol, 75%).

Workup

  1. concentrationthe reaction mixture was concentrated under reduced pressure
  2. filtrationThe suspension was filtered

Sources & evidence

ORD record
ord-64dd1648db964d919baf6826f2235f8b
Source dataset
uspto-grants-2016_05
Patent number
US09346821B2

Linked notes

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