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HRID 1022979作成日:2026年10月25日

Methanol → tert-butyl (1R*,4S*,6R*)-4-(hydroxymethyl)-3-azabicyclo[4.1.0]heptane-3-carboxylate

https://huagongshe.com/reaction/1022979

反応式

関与物質

役割名称HCID仕込み量
反応物MethanolHCID 887—
反応物TetrahydrofuranHCID 8028—
反応物Lithium hydroxide, monohydrateHCID 168937—
反応物tert-butyl (1R*,4S*,6R*)-4-({[(4-nitrophenyl)carbonyl]oxy}methyl)-3-azabicyclo[4.1.0]heptane-3-carboxylateHCID 86676232—
溶媒WaterHCID 962—
溶媒Sodium chloride; waterHCID 57417360—
生成物tert-butyl (1R*,4S*,6R*)-4-(hydroxymethyl)-3-azabicyclo[4.1.0]heptane-3-carboxylateHCID 4984466470.7%

反応手順

To a mixture of tert-butyl (1R*,4S*,6R*)-4-({[(4-nitrophenyl)carbonyl]oxy}methyl)-3-azabicyclo[4.1.0]heptane-3-carboxylate (8.2 g) produced above, tetrahydrofuran (70 mL), methanol (70 mL) and water (35 mL) was added lithium hydroxide monohydrate (2.7 g). The mixture was stirred at room temperature for 1 hr. The reaction mixture was diluted with brine, and the mixture was extracted with ethyl acetate. The extract was dried over anhydrous sodium sulfate. Insoluble material was filtered off, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/petroleum ether) to give the title compound (3.5 g).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08722660B2
出典データセットuspto-grants-2014_05
ORD IDord-e2100ea2ab414ca6bc6da55aa3085012
出典メモuspto-grants-2014_05