D-Phenylalanine → HCID 178448095, Verbindung

HRID 245348Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 245348
[CH:1]([C@H:4]1[CH2:9][CH2:8][C@H:7]([C:10](Cl)=[O:11])[CH2:6][CH2:5]1)([CH3:3])[CH3:2].[NH2:13][C@@H:14]([C:22]([OH:24])=[O:23])[CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>O>[CH3:2][CH:1]([CH3:3])[C@@H:4]1[CH2:9][CH2:8][C@@H:7]([C:10]([NH:13][C@H:14]([CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[C:22]([OH:24])=[O:23])=[O:11])[CH2:6][CH2:5]1

Komponenten

4

Edukt 2

HCID 71567D-PhenylalanineHCID 178448093HCID 178448093, Verbindung

Produkt 1

HCID 178448095HCID 178448095, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

EP1334963A discloses a method for producing nateglinide crystals from a reaction mixture containing nateglinide. The nateglinide is obtained by reacting trans-4-isopropylcyclohexane carboxylic acid chloride with D-phenylalanine in a mixed solvent of a ketone and water in the presence of an alkali, followed by neutralisation with an acid. Specific adjustment of the temperature of the mixture and the concentration of ketone solvent results in precipitation of nateglinide crystals. The ketone solvent(s) in the reaction is usually essential to proceed the reaction. However, a large quantity of acetone in the reaction causes high proportion of by-product.

Quellen und Nachweise

ORD-Eintrag
ord-e4967e728f3f48cfb34803717d20403b
Quelldatensatz
uspto-grants-2014_02
Patentnummer
US08658821B2

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