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HRID 2371327作成日:2026年10月27日

Benzyl chloroformate → (7S,10S,13S)-13-Benzyloxycarbonylamino-10-isobutyl-9,12-dioxo-2-oxa-8,11-diaza-bicyclo-[13.2.2]nonadeca-1(18),15(19),16-triene-7-carboxylic acid methyl ester

https://huagongshe.com/reaction/2371327

反応式

関与物質

役割名称HCID仕込み量
反応物Benzyl chloroformateHCID 10387—
反応物DiisopropylethylamineHCID 81531—
反応物Dichloromethane ethylacetateHCID 21226138—
反応物(7S,10S,13S)-13-Amino-10-isopropyl-9,12-dioxo-2-oxa-8,11-diaza-bicyclo[13.2.2]nonadeca-1-(18),15(19),16-triene-7-carboxylic acid methyl ester hydrogen chloride saltHCID 86650244—
溶媒DimethylformamideHCID 6228—
生成物(7S,10S,13S)-13-Benzyloxycarbonylamino-10-isobutyl-9,12-dioxo-2-oxa-8,11-diaza-bicyclo-[13.2.2]nonadeca-1(18),15(19),16-triene-7-carboxylic acid methyl esterHCID 44191155—

反応手順

Amine 47 (65 mg) was dissolved in anhydrous DMF (30 mL). Benzyl chloroformate (0.29 mL) and DIPEA (0.75 mL) were added and the reaction mixture was stirred at rt for 18 h before being partitioned between chloroform and 1M hydrochloric acid. The aqueous phase was extracted three more times with chloroform and the combined organic extracts were dried (MgSO4), filtered and concentrated in vacuo. Purification was achieved using flash chromatography, eluting with a gradient of 15% EtOAc/DCM to 50% EtOAc/DCM to yield an off-white solid, 54 mg, 70%. Rf=0.33 (30% EtOAc/DCM).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08710178B2
出典データセットuspto-grants-2014_04
ORD IDord-028affbd831f4a298fda6f3bde9da8b2
出典メモuspto-grants-2014_04