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HRID 1022663作成日:2026年10月27日

Acetic Acid → tert-butyl (6SR,7SR)-6-amino-7-(3,4-dichlorophenyl)-1,4-oxazepane-4-carboxylate

https://huagongshe.com/reaction/1022663

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2,2'-BipyridineHCID 1474—
反応物Sodium borohydrideHCID 4311764—
反応物tert-butyl (6SR,7SR)-6-azido-7-(3,4-dichlorophenyl)-1,4-oxazepane-4-carboxylateHCID 86663863—
触媒Cobalt dibromideHCID 24610—
溶媒EthanolHCID 702—
生成物tert-butyl (6SR,7SR)-6-amino-7-(3,4-dichlorophenyl)-1,4-oxazepane-4-carboxylateHCID 6697529975.8%

反応条件

温度2.5 °C

反応手順

To a solution of cobalt bromide (15 mg) in ethanol (5 mL) was added 2,2′-bipyridyl (33 mg), sodium tetrahydroborate (53 mg) was added, and the mixture was stirred at 0-5° C. for 5 min. To the reaction mixture was added a solution of tert-butyl (6SR,7SR)-6-azido-7-(3,4-dichlorophenyl)-1,4-oxazepane-4-carboxylate (270 mg) in ethanol (5 mL), and the mixture was stirred at 0-5° C. for 30 min. Acetic acid was added to the reaction mixture, and the mixture was stirred at room temperature for 5 min. The solvent was evaporated under reduced pressure. The residue was neutralized with saturated aqueous sodium hydrogen carbonate, and the mixture was extracted with ethyl acetate. The extract was washed with brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography to give the title compound (191 mg).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08722662B2
出典データセットuspto-grants-2014_05
ORD IDord-1253be1d357643009d53a3f1f5bbcd89
出典メモuspto-grants-2014_05