(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanal → Methyl 2-chloro-3-hydroxy-3-(p-methoxyphenyl)propionate

HRID 1590541

Reaktionsgleichung

Reaktionsgleichung von HRID 1590541
O=C[C@@H]([C@H]([C@@H]([C@@H](CO)O)O)O)O.[Cl:13][CH:14]([C:19](=[O:28])[C:20]1[CH:25]=[CH:24][C:23]([O:26][CH3:27])=[CH:22][CH:21]=1)[C:15]([O:17][CH3:18])=[O:16]>CN(C)C=O>[Cl:13][CH:14]([CH:19]([OH:28])[C:20]1[CH:25]=[CH:24][C:23]([O:26][CH3:27])=[CH:22][CH:21]=1)[C:15]([O:17][CH3:18])=[O:16]

Komponenten

4

Edukt 2

HCID 107526(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanalHCID 10014646Methyl 2-chloro-3-oxo-3-(p-methoxyphenyl)propionate

Produkt 1

HCID 14832933Methyl 2-chloro-3-hydroxy-3-(p-methoxyphenyl)propionate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

In a test tube with an outer diameter of 15 mm, 0.25 g of a baker's yeast (Saccharomyces cerevisiae, manufactured by Oriental Kobo Kogyo K K ) was suspended in 3 ml of a McIlvaine buffer containing 0.54 g of glucose dissolved therein, and then 6 μl of dimethylformamide containing 6 mg of methyl 2-chloro-3-oxo-3-(p-methoxyphenyl)propionate was charged, followed by shaking reaction at 30° C. for 24 hours. When the reaction mixture was extracted with 2 ml of ethyl acetate and the amount of methyl 2-chloro-3-hydroxy-3-(p-methoxyphenyl)propionate formed was quantitated, it was found that 0.6 mg of the product was formed.

Aufarbeitung

  1. customIn a test tube with an outer diameter of 15 mm, 0.25 g of a baker's yeast (Saccharomyces cerevisiae, manufactured by Oriental Kobo Kogyo K K ) was suspended in 3 ml of a McIlvaine
  2. dissolutiondissolved
  3. customreaction at 30° C. for 24 hours
  4. extractionWhen the reaction mixture was extracted with 2 ml of ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-28f02adad66242ce8d1e66a4aa174ca3
Quelldatensatz
uspto-grants-1993_04
Patentnummer
US05204248

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