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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 394316Generated: October 25, 2026

Triphenylphosphine → HCID 68617741, compound

https://huagongshe.com/reaction/394316

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactantethyl N-ethoxycarbonyliminocarbamateHCID 220568—
Reactant3,5-DimethoxythiobenzamideHCID 2758491—
ReactantMethyl 4-bromo-3-oxopentanoateHCID 9815681—
Reactant2-[2-(3,5-Dimethoxy-phenyl)-5-methyl-thiazol-4-yl)-ethanolHCID 22647453—
Reactant[Rac]-2-ethoxy-3-(4-hydroxy-3-methoxy-phenyl)-propionic acid ethyl esterHCID 22708420—
SolventTetrahydrofuranHCID 8028—
ProductHCID 68617741HCID 68617741—

Reaction Steps

In analogy to the procedure described in example 1 d], [rac]-2-ethoxy-3-(4-hydroxy-3-methoxy-phenyl)-propionic acid ethyl ester [example 48 a]) was reacted with 2-[2-(3,5-dimethoxy-phenyl)-5-methyl-thiazol-4-yl)-ethanol (prepared from [rac]-4-bromo-3-oxo-pentanoic acid methyl ester [PCT Int. Appl. (2001), WO 01/79202] and 3,5-dimethoxy-thiobenzamide [PCT Int. Appl. (1992), WO 92/09586 A1] in analogy to the procedures described in examples 12 a] and 12 b]) in tetrahydrofuran in the presence of triphenylphosphine and DEAD (diethyl azodicarboxylate) to yield [rac]-3-(4-{2-[2-(3,4-dimethoxy-phenyl)-5-methyl-thiazol-4-yl]-ethoxy}-3-methoxy-phenyl)-2-ethoxy-propionic acid ethyl ester, which was further saponified in analogy to the procedure described in example 4 e], to yield [rac]-3-(4-{2-[2-(3,4-dimethoxy-phenyl)-5-methyl-thiazol-4-yl]-ethoxy}-3-methoxy-phenyl)-2-ethoxy-propionic acid as light yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06809110B2
Source datasetuspto-grants-2004_10
ORD IDord-846dca7dc7ef4e949c350cb1be9cfaf5
Source noteuspto-grants-2004_10