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HRID 501686作成日:2026年10月25日

Sodium Bicarbonate → (2R,3S)-1-(3-(allyloxy)-1-(3-methoxyphenyl)propylamino)-3-amino-4-phenylbutan-2-ol

https://huagongshe.com/reaction/501686

反応式

関与物質

役割名称HCID仕込み量
反応物Sodium BicarbonateHCID 516892—
反応物Tin(II) trifluoromethanesulfonateHCID 2776843—
反応物tert-butyl (2S,3R)-4-(3-(allyloxy)-1-(3-methoxyphenyl)propylamino)-3-hydroxy-1-phenylbutan-2-ylcarbamateHCID 86622322—
溶媒DichloromethaneHCID 6344—
生成物(2R,3S)-1-(3-(allyloxy)-1-(3-methoxyphenyl)propylamino)-3-amino-4-phenylbutan-2-olHCID 5942368757.4%

反応手順

Step R (5): Tin (II) triflate (1.2 g, 2.89 mmol) was added to a 0° C. solution of tert-butyl (2S,3R)-4-(3-(allyloxy)-1-(3-methoxyphenyl)propylamino)-3-hydroxy-1-phenylbutan-2-ylcarbamate from Step R (4) (700 mg, 1.45 mmol) in dry DCM (30 mL). The reaction was warmed to rt and stirred for 16 h. The reaction was neutralized with saturated NaHCO3 and the product was extracted with EtOAc. The organic phase was separated, dried over Na2SO4, and concentrated in vacuo. The crude product was purified by silica gel chromatography to give 320 mg (57% yield) of the title compound. LC-MS (M+H)+=385.42; 1H NMR (300 MHz, CDCl3) δ ppm 2.05-2.80 (m, 4H) 2.78-3.54 (m, 4H) 3.63-3.97 (m, 6H) 4.99-5.30 (m, 2H) 5.65-5.94 (m, 1H) 6.76-7.33 (m, 10H) 7.53-7.74 (m, 1H).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07772221B2
出典データセットuspto-grants-2010_08
ORD IDord-36f29ebd806949619056cfdeb9199309
出典メモuspto-grants-2010_08