(2S)-2-[[(2S)-1-ethoxy-1-oxopentan-2-yl]amino]propanoic acid → Ethyl(2s)-2-[(4s)-4-methyl-2-oxido-5-oxo-1,2,3-oxathiazolidin-3-yl]-pentanoate

HRID 349411

Reaktionsgleichung

Reaktionsgleichung von HRID 349411
[CH3:1][CH2:2][CH2:3][C@H:4]([NH:10][C@H:11]([C:13]([OH:15])=[O:14])[CH3:12])[C:5]([O:7][CH2:8][CH3:9])=[O:6].N1([S:21](Cl)=[O:22])C=CN=C1>ClCCl>[CH3:12][C@H:11]1[C:13](=[O:15])[O:14][S:21](=[O:22])[N:10]1[C@@H:4]([CH2:3][CH2:2][CH3:1])[C:5]([O:7][CH2:8][CH3:9])=[O:6]

Komponenten

4

Edukt 2

HCID 10015159(2S)-2-[[(2S)-1-ethoxy-1-oxopentan-2-yl]amino]propanoic acidHCID 113325591H-Imidazole-1-sulfinyl chloride

Produkt 1

HCID 11242493Ethyl(2s)-2-[(4s)-4-methyl-2-oxido-5-oxo-1,2,3-oxathiazolidin-3-yl]-pentanoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

Introduce into a reactor 200 g of N-[(S)-ethoxycarbonyl-1-butyl]-(S)-alanine and 1.5 liters of dichloromethane and then, at 0° C., add 325 g of 1H-imidazole-1-sulphinyl chloride. Subsequently, bring the reaction mixture to ambient temperature and then, after stirring for 1 hour, filter off the precipitate formed. The filtrate obtained is evaporated to dryness to yield the expected product in the form of an oil.

Aufarbeitung

  1. customto ambient temperature
  2. filtrationfilter off the precipitate
  3. customformed
  4. customThe filtrate obtained
  5. customis evaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-8480382943764e6d9946aa05c1ece591
Quelldatensatz
uspto-grants-2007_02
Patentnummer
US07179833B2

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