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HRID 352404作成日:2026年10月27日

Dimethyl Sulfoxide → 7-(2-Formyl-6-oxo-piperidin-1-yl)-hept-5-ynoic acid methyl ester

https://huagongshe.com/reaction/352404

反応式

関与物質

役割名称HCID仕込み量
反応物Dimethyl SulfoxideHCID 679—
反応物pyridine TFAHCID 9813011—
反応物7-(2-Hydroxymethyl-6-oxo-piperidin-1-yl)-hept-5-ynoic acid methyl esterHCID 69020340—
溶媒BenzeneHCID 241—
生成物7-(2-Formyl-6-oxo-piperidin-1-yl)-hept-5-ynoic acid methyl esterHCID 86012500—

反応条件

温度0 °C

反応手順

1-(3-(Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDCI, 530 mg, 2.76 mmol) and DMSO (0.26 mL, 3.68 mmol) were added sequentially to a solution of 7-(2-hydroxymethyl-6-oxo-piperidin-1-yl)-hept-5-ynoic acid methyl ester (246 mg, 0.92 mmol) in benzene (7.0 mL) at rt. The mixture was cooled to 0° C. and pyridinium trifluoroacetate (196 mg, 1.01 mmol) was added. The reaction was allowed to warm to rt and then was stirred at rt for 2.5 h. The solution was decanted from the oily residue and the residue was washed with benzene (3×5 mL). The combined benzene phases were concentrated in vacuo to afford crude 7-(2-formyl-6-oxo-piperidin-1-yl)-hept-5-ynoic acid methyl ester that was used without further purification.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US06747037B1
出典データセットuspto-grants-2004_06
ORD IDord-f0eea8d402f548e19a0d32a705e989b7
出典メモuspto-grants-2004_06