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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 479172Generated: October 26, 2026

Triphenylphosphine → [Rac]-2-methoxy-3-(4-{2-[2-(4-methoxy-phenyl)-5-methyl-oxazol-4-yl]-ethoxy}-naphthalen-1-yl)-propionic acid methyl ester

https://huagongshe.com/reaction/479172

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactantethyl N-ethoxycarbonyliminocarbamateHCID 220568—
Reactant2-[2-(4-Methoxyphenyl)-5-methyloxazol-4-yl]ethanolHCID 10752098—
Reactant[Rac]-3-(4-hydroxy-naphthalen-1-yl)-2-methoxy-propionic acid methyl esterHCID 69557756—
Product[Rac]-2-methoxy-3-(4-{2-[2-(4-methoxy-phenyl)-5-methyl-oxazol-4-yl]-ethoxy}-naphthalen-1-yl)-propionic acid methyl esterHCID 69557970—

Reaction Steps

In analogy to the procedure described in example 17 a], [rac]-3-(4-hydroxy-naphthalen-1-yl)-2-methoxy-propionic acid methyl ester was reacted with 2-[2-(4-methoxy-phenyl)-5-methyl-oxazol-4-yl]-ethanol [J. Med. Chem. (1998), 41(25), 5037-5054] in the presence of triphenylphosphine and DEAD (diethyl azodicarboxylate) to yield [rac]-2-methoxy-3-(4-{2-[2-(4-methoxy-phenyl)-5-methyl-oxazol-4-yl]-ethoxy}-naphthalen-1-yl)-propionic acid methyl ester, which was further saponified in analogy to the procedure described in example 91 e] to yield [rac]-2-methoxy-3-(4-{2-[2-(4-methoxy-phenyl-5-methyl-oxazol-4-yl]-ethoxy}-naphthalen-1-yl)-propionic acid as colorless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06642389B2
Source datasetuspto-grants-2003_11
ORD IDord-04bf7888433345cab204c1964f87fa35
Source noteuspto-grants-2003_11