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HRID 12013作成日:2026年10月25日

Diisopropylcarbodiimide → 3-(4,5-Dimethoxy-2-nitro benzyloxycarbonyl-amino)-butyric acid 4-(2,5-dioxo-2,5-dihydro-pyrrol-1-yl)-phenyl ester

https://huagongshe.com/reaction/12013

反応式

関与物質

役割名称HCID仕込み量
反応物DiisopropylcarbodiimideHCID 12734—
反応物1-(4-hydroxyphenyl)-1H-pyrrole-2,5-dioneHCID 81734—
反応物3-(4,5-Dimethoxy-2-nitro-benzyloxycarbonylamino)-butyric acidHCID 59336635—
溶媒TetrahydrofuranHCID 8028—
生成物3-(4,5-Dimethoxy-2-nitro benzyloxycarbonyl-amino)-butyric acid 4-(2,5-dioxo-2,5-dihydro-pyrrol-1-yl)-phenyl esterHCID 59336582—

反応条件

温度0 °C

反応手順

1-(4-Hydroxy-phenyl)-pyrrole-2,5-dione (1 mmol), NHS (1.0 mmol) and 3-(4,5-dimethoxy-2-nitro-benzyloxycarbonylamino)-butyric acid (1 mmol) is dissolved in THF (3 mL). The solution is cooled to 0° C. and treated dropwise with DIC (1.2 mmol). The cooling bath is removed after 1 hour and the reaction mixture is left at room temperature o/n. The solvent is evaporated in vacuo and the pure product (3-(4,5-dimethoxy-2-nitro benzyloxycarbonyl-amino)-butyric acid 4-(2,5-dioxo-2,5-dihydro-pyrrol-1-yl)-phenyl ester) is isolated by silica column purification using EtOAc-heptane (1:4 then 1:2 then 1:1) as eluent.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07727713B2
出典データセットuspto-grants-2010_06
ORD IDord-ef4d96badb8b48f0bcb90ff68efff15e
出典メモuspto-grants-2010_06