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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 479222Erstellt: 25. Oktober 2026

Sodium hydride → [Rac]-2-ethoxy-3-[3-methyl-4-(2-phenyl-oxazol-4-ylmethoxy)-phenyl]-propionic acid ethyl ester

https://huagongshe.com/reaction/479222

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium hydrideHCID 24758—
Edukt4-(Chloromethyl)-2-phenyl-1,3-oxazoleHCID 3551196—
EduktEthyl 2-ethoxy-3-(4-hydroxy-3-methylphenyl)propanoateHCID 22708451—
LösungsmittelDimethylformamideHCID 6228—
Produkt[Rac]-2-ethoxy-3-[3-methyl-4-(2-phenyl-oxazol-4-ylmethoxy)-phenyl]-propionic acid ethyl esterHCID 69557720—

Reaktionsschritte

In analogy to the procedure described in example 108 c], [rac]-2-ethoxy-3-(4-hydroxy-3-methyl-phenyl)-propionic acid ethyl ester [PCT Int. Appl. (2001), WO01/40172A1] was treated with 4-chloromethyl-2-phenyl-oxazole [prepared from benzamide and 1,3-dichloroacetone as described in Bioorg. Med. Chem. Lett. (2000), 10(17), 2041-2044] and sodium hydride in N,N-dimethylformamide to yield [rac]-2-ethoxy-3-[3-methyl-4-(2-phenyl-oxazol-4-ylmethoxy)-phenyl]-propionic acid ethyl ester, which was further saponified in analogy to the procedure described in example 91 e] to yield [rac]-2-ethoxy-3-[3-methyl-4-(2-phenyl-oxazol-4-ylmethoxy) -phenyl]-propionic acid as colorless gum.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06642389B2
Quelldatensatzuspto-grants-2003_11
ORD IDord-4519f382f92446308bce4d7c54e5de22
Quellennotizuspto-grants-2003_11