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Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 394314생성일: 2026년 10월 25일

Triphenylphosphine → [Rac]-2-isopropoxy-3-{3-methoxy-4-[2-(5-methyl-2-p-tolyl-thiazol-4-yl)-ethoxy]-phenyl}-propionic acid ethyl ester

https://huagongshe.com/reaction/394314

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참여 물질

역할이름HCID투입량
반응물TriphenylphosphineHCID 11776—
반응물4-(Benzyloxy)-3-methoxybenzaldehydeHCID 75506—
반응물ethyl N-ethoxycarbonyliminocarbamateHCID 220568—
반응물Ethyl isopropoxyacetateHCID 537908—
반응물4-MethylbenzenecarbothioamideHCID 737209—
반응물Methyl 4-bromo-3-oxopentanoateHCID 9815681—
반응물2-[5-Methyl-2-(4-methylphenyl)-1,3-thiazol-4-YL]ethanolHCID 21942706—
반응물[Rac]-3-(4-hydroxy-3-methoxy-phenyl)-2-isopropoxy-propionic acid ethyl esterHCID 68616023—
용매TetrahydrofuranHCID 8028—
생성물[Rac]-2-isopropoxy-3-{3-methoxy-4-[2-(5-methyl-2-p-tolyl-thiazol-4-yl)-ethoxy]-phenyl}-propionic acid ethyl esterHCID 68617844—

반응 단계

In analogy to the procedure described in example 1 d], [rac]-3-(4-hydroxy-3-methoxy-phenyl)-2-isopropoxy-propionic acid ethyl ester [prepared from isopropoxy-acetic acid ethyl ester (Tetrahedron (1982), 38(17), 2733-9) and 4-benzyloxy-3-methoxy-benzaldehyde in analogy to the procedures described in examples 54 a]to c)] was reacted with 2-(5-methyl-2-p-tolyl-thiazol-4-yl)-ethanol (prepared from [rac]4-bromo-3-oxo-pentanoic acid methyl ester [PCT Int. Appl. (2001), WO 01/79202] and 4-methyl-thiobenzamide 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]-2-isopropoxy-3-{3-methoxy-4-[2-(5-methyl-2-p-tolyl-thiazol-4-yl]-ethoxy}-phenyl)-propionic acid ethyl ester, which was further saponified in analogy to the procedure described in example 4 e], to yield [rac]-2-isopropoxy-3-{3-methoxy-4-[2-(5-methyl-2-p-tolyl-thiazol-4-yl)-ethoxy]-phenyl}-propionic acid as colorless amporphous solid.

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US06809110B2
출처 데이터셋uspto-grants-2004_10
ORD IDord-630f24fb1b974a5abad222b18eda1dd5
출처 메모uspto-grants-2004_10