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HRID 235536作成日:2026年10月26日

Mescaline → (S)-N-(3,4,5-Trimethoxybenzyl)-N-methyl-2-[N'-(t-butoxycarbonyl)-allylamino]-3-phenyl-propionamide

https://huagongshe.com/reaction/235536

反応式

関与物質

役割名称HCID仕込み量
反応物MescalineHCID 4076—
反応物1-HydroxybenzotriazoleHCID 75771—
反応物DiisopropylethylamineHCID 81531—
反応物1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
反応物HCID 12944586HCID 12944586—
溶媒DichloromethaneHCID 6344—
溶媒Ethyl AcetateHCID 8857—
生成物(S)-N-(3,4,5-Trimethoxybenzyl)-N-methyl-2-[N'-(t-butoxycarbonyl)-allylamino]-3-phenyl-propionamideHCID 67711699—

反応手順

Combine (S)-2-[N-(t-butoxycarbonyl)-allylamino]-3-phenyl-propioic acid (0.91 g, 2.97 mmol), (3,4,5-trimethoxy)-benzylmethylamine (0.63 g, 2.97 mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (0.63 g, 3.27 mmol), 1-hydroxybenzotriazole (0.349 g, 3.27 mmol), and diisopropylethylamine (0.77 mL, 6.27 mmol) in dichloromethane (30 mL) and stir for 18 hours. Dilute with ethyl acetate and extract with 1M hydrochloric acid, a saturated aqueous solution of sodium bicarbonate and a saturated aqueous solution of sodium chloride. Dry the separated organic layer over MgSO4, filter and evaporate in vacuo. Chromatograph on silica gel eluting with 30% ethyl acetate/hexane to give the title compound: TLC Rf =0.30 (silica gel, 30% ethyl acetate/hexane).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US05597845
出典データセットuspto-grants-1997_01
ORD IDord-43046ce338a0462d9ff0939ff07c9620
出典メモuspto-grants-1997_01