Methanol → L-cysteic acid methyl ester hydrochloride

HRID 517340

Reaction equation

HRID 517340 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 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-b64c9b6861254997bd7f20929fefe32b
Source dataset
uspto-grants-2015_08
Patent number
US09115107B2

Linked notes

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