Glyoxylic Acid → HCID 86680931, Verbindung

HRID 1503177Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1503177
[S:1]1[CH2:5][CH:4]([C:6]([OH:8])=[O:7])[NH:3][CH:2]1[C:9]([OH:11])=O.N[C@H:13](C(O)=O)CS.C(O)(=O)C=O.S(Cl)([Cl:26])=O.[CH3:28][OH:29]>>[ClH:26].[CH3:28][O:29][C:9]([CH:2]1[NH:3][CH:4]([C:6]([O:8][CH3:13])=[O:7])[CH2:5][S:1]1)=[O:11]

Komponenten

6

Edukt 5

HCID 760Glyoxylic AcidHCID 887MethanolHCID 5862L-(+)-CysteineHCID 24386Thionyl ChlorideHCID 72150Tidiacic

Produkt 1

HCID 86680931HCID 86680931, VerbindungAusbeute 94 %

Versuchsvorschrift

Thiazolidine-2,4-dicarboxylic acid (1.00 g, 5.67 mmol) synthesized from L-cysteine and glyoxylic acid (aqueous solution) were added to a methanol solution (15 ml) of thionyl chloride (22.6 mmol), and the mixture was stirred at room temperature for 16 hours. The reaction mixture was concentrated, and to the residue was added ether. The crystals were collected by filtration, washed with ether, and dried under reduced pressure to give thiazolidine-2,4-dicarboxylic acid 2,4-dimethyl ester hydrochloride as crystals (1.29 g, 94.0%).

Aufarbeitung

  1. concentrationThe reaction mixture was concentrated
  2. additionto the residue was added ether
  3. filtrationThe crystals were collected by filtration
  4. washwashed with ether
  5. customdried under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-81f6adf7ed254f95881f9fe114afebb9
Quelldatensatz
uspto-grants-2015_12
Patentnummer
US09212154B2

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