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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 479233Erstellt: 24. Oktober 2026

Sodium hydride → [Rac]-2-ethoxy-3-{7-[2-(4-isopropoxy-phenyl)-5-methyl-oxazol-4-ylmethoxy]-benzo[b]thiophen-4-yl}-propionic acid methyl ester

https://huagongshe.com/de/reaction/479233

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium hydrideHCID 24758—
EduktPhosphorus oxychlorideHCID 24813—
Edukt4-IsopropoxybenzaldehydeHCID 250077—
Edukt4-(Chloromethyl)-2-(4-isopropoxyphenyl)-5-methyl-1,3-oxazoleHCID 21974254—
Edukt[Rac]-2-ethoxy-3-(7-hydroxy-benzo[b]thiophen-4-yl)-propionic acid methyl esterHCID 68616696—
LösungsmittelDimethylformamideHCID 6228—
Produkt[Rac]-2-ethoxy-3-{7-[2-(4-isopropoxy-phenyl)-5-methyl-oxazol-4-ylmethoxy]-benzo[b]thiophen-4-yl}-propionic acid methyl esterHCID 69555807—

Reaktionsschritte

In analogy to the procedure described in example 108 c], [rac]-2-ethoxy-3-(7-hydroxy-benzo[b]thiophen-4-yl)-propionic acid methyl ester (example 151 a]) was treated with 4-chloromethyl-2-(4-isopropoxy-phenyl)-5-methyl-oxazole (prepared from 4-isopropoxy-benzaldehyde and diacetyl monoxyme followed by treatment with POCl3 in analogy to the procedures described in examples 21 a] and b]) and sodium hydride in N,N-dimethylformamide to yield [rac]-2-ethoxy-3-{7-[2-(4-isopropoxy-phenyl)-5-methyl-oxazol-4-ylmethoxy]-benzo[b]thiophen-4-yl}-propionic acid methyl ester, which was further saponified in analogy to the procedure described in example 91 e] to yield [rac]-2-ethoxy-3-{7-[2-(4-isopropoxy-phenyl)-5-methyl-oxazol-4-ylmethoxy]-benzo[b]thiophen-4-yl}-propionic acid as colorless solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06642389B2
Quelldatensatzuspto-grants-2003_11
ORD IDord-d0e81192d44349f89f304783e18da47a
Quellennotizuspto-grants-2003_11