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HRID 279270作成日:2026年10月26日

Acetic Acid → (R)-3-[{N-(2-(tert-butoxycarbonylamino)-5-trifluoromethylbenzoyl)glycyl}amino]-1-(4-chloro-3-nitrobenzyl)pyrrolidine

https://huagongshe.com/reaction/279270

反応式

関与物質

役割名称HCID仕込み量
反応物Acetic AcidHCID 176—
反応物4-Chloro-3-nitrobenzaldehydeHCID 85505—
反応物Sodium cyanoborohydrideHCID 5003444—
反応物(R)-3-[[N-(2-(tert-butoxycarbonylamino)-5-trifluoromethylbenzoyl)glycyl]amino]pyrrolidineHCID 54307129—
溶媒MethanolHCID 887—
生成物(R)-3-[{N-(2-(tert-butoxycarbonylamino)-5-trifluoromethylbenzoyl)glycyl}amino]-1-(4-chloro-3-nitrobenzyl)pyrrolidineHCID 54097878—

反応条件

温度50 °C

反応手順

To a mixture of (R)-3-[{N-(2-(tert-butoxycarbonylamino)-5-trifluoromethylbenzoyl)glycyl}amino]pyrrolidine (0.150 mmol), 4-chloro-3-nitrobenzaldehyde (0.45 mmol), methanol (4.5 mL), and acetic acid (0.048 mL) was added NaBH3CN (0.75 mmol) in methanol (1.50 mL). The reaction mixture was stirred at 50° C. overnight. The mixture was cooled to room temperature, loaded onto Varian™ SCX column, and washed with CH3OH. Product was eluted off using 2 N NH3 in CH3OH and concentrated to afford (R)-3-[{N-(2-(tert-butoxycarbonylamino)-5-trifluoromethylbenzoyl)glycyl}amino]-1-(4-chloro-3-nitrobenzyl)pyrrolidine.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US06362177B1
出典データセットuspto-grants-2002_03
ORD IDord-99f29f33ef3f429abc6fdfee499bb90d
出典メモuspto-grants-2002_03