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HRID 253574作成日:2026年10月26日

Ammonium Chloride → (2R,3S)-3-(t-Butoxycarbonylamino)-1-azido-4-cyclohexylbutan-2-ol

https://huagongshe.com/reaction/253574

反応式

関与物質

役割名称HCID仕込み量
反応物Ammonium ChlorideHCID 25517—
反応物Sodium AzideHCID 33557—
反応物erythro-N-Boc-L-cyclohexylalanine epoxideHCID 9816868—
溶媒MethanolHCID 887—
生成物(2R,3S)-3-(t-Butoxycarbonylamino)-1-azido-4-cyclohexylbutan-2-olHCID 14179442—

反応条件

温度70 °C

反応手順

tert-Butyl (S)-2-cyclohexyl-1-((S)-oxiran-2-yl)ethylcarbamate (492 mg, 1.82 mmol), sodium azide (600 mg, 9.2 mmol), and ammonium chloride (540 mg, 10 mmol) were dissolved in MeOH (26 mL). The reaction was heated to 70° C. for 15 h. The solution was cooled to rt and quenched with water (80 mL). The solution was extracted with EtOAc (3×). The combined organic layers were washed with brine, dried over MgSO4, and the solvent was removed. The crude (2R,3S)-3-amino-1-azido-4-cyclohexylbutan-2-ol (524 mg) was used without further purification.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07872028B2
出典データセットuspto-grants-2011_01
ORD IDord-059767130c084c31a839ee59f8f6d5af
出典メモuspto-grants-2011_01