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HRID 1804899作成日:2026年10月25日

Water → ({[2-(6-Amino-indol-1-yl)-2-oxo-ethyl]-methyl-carbamoyl}-methyl)-methyl-carbamic acid tert-butyl ester

https://huagongshe.com/reaction/1804899

反応式

関与物質

役割名称HCID仕込み量
反応物WaterHCID 962—
反応物Stannous chloride dihydrateHCID 61436—
反応物DiisopropylethylamineHCID 81531—
反応物Methyl-({methyl-[2-(6-nitro-indol-1-yl)-2-oxo-ethyl]-carbamoyl}-methyl)-carbamic acid tert-butyl esterHCID 66675158—
溶媒EthanolHCID 702—
溶媒Ethyl AcetateHCID 8857—
生成物({[2-(6-Amino-indol-1-yl)-2-oxo-ethyl]-methyl-carbamoyl}-methyl)-methyl-carbamic acid tert-butyl esterHCID 6667569699.5%

反応条件

温度70 °C

反応手順

A mixture of methyl-({methyl-[2-(6-nitro-indol-1-yl)-2-oxo-ethyl]-carbamoyl}-methyl)-carbamic acid tert-butyl ester (12.4 g, 30.6 mmol), SnCl2.2H2O (34.5 g, 153.2 mmol) and DIEA (74.8 mL, 429 mmol) in ethanol (112 mL) was heated to 70° C. for 3 h. Water and EtOAc were added and the mixture was filtered through a short plug of Celite. The organic layer was separated, dried over Na2SO4 and concentrated to yield ({[2-(6-Amino-indol-1-yl)-2-oxo-ethyl]-methyl-carbamoyl}-methyl)-methyl-carbamic acid tert-butyl ester (B-26) (11.4 g, quant.). HPLC ret. time 2.11 min, 10-99% CH3CN, 5 min run; ESI-MS 375.3 m/z (MH+).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08354427B2
出典データセットuspto-grants-2013_01
ORD IDord-8fe69eac3336466c8dfd41713ed42195
出典メモuspto-grants-2013_01