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HRID 77606作成日:2026年10月26日

Water → (S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-6-(bis((1-methyl-1H-imidazol-2-yl)methyl)amino)hexanoic acid

https://huagongshe.com/reaction/77606

反応式

関与物質

役割名称HCID仕込み量
反応物WaterHCID 962—
反応物1-Methyl-2-imidazolecarboxaldehydeHCID 139575—
反応物Sodium triacetoxyborohydrideHCID 5049666—
反応物(2S)-6-amino-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)hexanoic acid hydrochlorideHCID 11858928—
溶媒1,2-DichloroethaneHCID 11—
生成物(S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-6-(bis((1-methyl-1H-imidazol-2-yl)methyl)amino)hexanoic acidHCID 1298531892%

反応条件

温度0 °C

反応手順

A solution of Fmoc-Lys-OH.HCl (1.822 g, 4.5 mmol) and 1-methyl-1H-imidazole-2-carbaldehyde (1.10 g, 10 mmol) in DCE (50 mL) was stirred at 75° C. for 30 min under nitrogen. The reaction mixture was cooled to 0° C., and treated with NaBH(OAc)3 (3.165 g, 15 mmol). The reaction mixture was stirred at room temperature for overnight and decomposed with water. The reaction mixture was extracted with DCM, the organic layer dried and concentrated under reduced pressure. The residue was purified by flash chromatography over silica gel to afford (S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-6-(bis((1-methyl-1H-imidazol-2-yl)methyl)amino)hexanoic acid (2.30 g, 92%). MS (ESI), 557 (M+H)+.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08840865B2
出典データセットuspto-grants-2014_09
ORD IDord-3762fa1087c0450da700c054388e2c27
出典メモuspto-grants-2014_09