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HRID 1052231作成日:2026年10月25日

Diazomethane diethylether → tert-butyl (1R*,4S*,6R*)-4-({[(4-nitrophenyl)carbonyl]oxy}methyl)-3-azabicyclo[4.1.0]heptane-3-carboxylate

https://huagongshe.com/reaction/1052231

反応式

関与物質

役割名称HCID仕込み量
反応物Diazomethane diethyletherHCID 21186548—
反応物tert-butyl 2-({[(4-nitrophenyl)carbonyl]oxy}methyl)-3,6-dihydropyridine-1(2H)-carboxylateHCID 71147221—
触媒palladium(II) acetateHCID 167845—
生成物tert-butyl (1R*,4S*,6R*)-4-({[(4-nitrophenyl)carbonyl]oxy}methyl)-3-azabicyclo[4.1.0]heptane-3-carboxylateHCID 86676232—

反応手順

tert-Butyl 2-{[(4-nitrophenyl)carbonyl]oxy}methyl)-3,6-dihydropyridine-1(2H)-carboxylate (10.0 g) produced above was dissolved in 5% diazomethane/diethyl ether (1.4 L), palladium acetate (689 mg) was added at 10° C., and the mixture was stirred at the same temperature for 40 min. The reaction mixture was purified by silica gel column chromatography (ethyl acetate/petroleum ether) to give a mixture of tert-butyl 2-({[(4-nitrophenyl)carbonyl]oxy}methyl)-3,6-dihydropyridine-1(2H)-carboxylate and the title compound. The obtained mixture was subjected to 3 repeats of a similar reaction operation to give the title compound (8.4 g).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US09388195B2
出典データセットuspto-grants-2016_07
ORD IDord-771d009b8cb347bdab1fd4fb38327510
出典メモuspto-grants-2016_07