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HRID 479236作成日:2026年10月27日

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

https://huagongshe.com/reaction/479236

反応式

関与物質

役割名称HCID仕込み量
反応物Sodium hydrideHCID 24758—
反応物Phosphorus oxychlorideHCID 24813—
反応物4-tert-ButylbenzaldehydeHCID 70324—
反応物2-(4-Tert-butyl-phenyl)-4-chloromethyl-5-methyl-oxazoleHCID 12158218—
反応物[Rac]-2-ethoxy-3-(7-hydroxy-benzo[b]thiophen-4-yl)-propionic acid methyl esterHCID 68616696—
溶媒DimethylformamideHCID 6228—
生成物[Rac]-3-{7-[2-(4-tert-butyl-phenyl)-5-methyl-oxazol-4-ylmethoxy]-benzo[b]thiophen-4-yl}-2-ethoxy-propionic acid methyl esterHCID 69556901—

反応手順

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-tert-butyl-phenyl)-5-methyl-oxazole (prepared from 4-tert-butyl-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]-3-{7-[2-(4-tert-butyl-phenyl)-5-methyl-oxazol-4-ylmethoxy]-benzo[b]thiophen-4-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-{7-[2-(4-tert-butyl-phenyl)-5-methyl-oxazol-4-ylmethoxy]-benzo[b]thiophen-4-yl}-2-ethoxy-propionic acid as colorless amorphous solid.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US06642389B2
出典データセットuspto-grants-2003_11
ORD IDord-6d980d235d4c430ea46168f2094ac150
出典メモuspto-grants-2003_11