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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 479161Erstellt: 24. Oktober 2026

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

https://huagongshe.com/de/reaction/479161

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt4-ChlorobenzaldehydeHCID 7726—
EduktTriphenylphosphineHCID 11776—
Eduktethyl N-ethoxycarbonyliminocarbamateHCID 220568—
Edukt2-[2-(4-Chloro-phenyl)-5-methyl-oxazol-4-yl]-ethanolHCID 22273906—
Edukt[Rac]-2-ethoxy-3-(4-hydroxy-benzo[b]thiophen-7-yl)-propionic acid methyl esterHCID 68616873—
Produkt[Rac]-3-(4-{2-[2-(4-chloro-phenyl)-5-methyl-oxazol-4-yl]-ethoxy}-benzo[b]thiophen-7-yl)-2-ethoxy-propionic acid methyl esterHCID 69557111—

Reaktionsschritte

In analogy to the procedure described in example 17 a], [rac]-2-ethoxy-3-(4-hydroxy-benzo[b]thiophen-7-yl)-propionic acid methyl ester was reacted with 2-[2-(4-chloro-phenyl)-5-methyl-oxazol-4-yl]-ethanol (prepared by conversion of the 4-chloro-benzaldehyde into 2-[2-(4-chloro-phenyl)-5-methyl-oxazol-4-yl]-ethanol in analogy to the sequence described in examples 21 a] to 21 e]) in the presence of triphenylphosphine and DEAD (diethyl azodicarboxylate) to yield [rac]-3-(4-{2-[2-(4-chloro-phenyl)-5-methyl-oxazol-4-yl]-ethoxy}-benzo[b]thiophen-7-yl)-2-ethoxy-propionic acid methyl ester, which was further saponified in analogy to the procedure described in example 91 e] to yield [rac]-3-(4-{2-[2-(4-chloro-phenyl)-5-methyl-oxazol-4-yl]-ethoxy}-benzo[b]thiophen-7-yl)-2-ethoxy-propionic acid as light yellow solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06642389B2
Quelldatensatzuspto-grants-2003_11
ORD IDord-e57cd802f7664d9cbcf81720c0870cee
Quellennotizuspto-grants-2003_11