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HRID 924503作成日:2026年10月25日

Sodium Azide → tert-butyl (4-((3R,4S,5S)-4-azido-3-((tert-butoxycarbonyl)amino)-5-methylpiperidin-1-yl)pyridin-3-yl)(tert-butoxycarbonyl)carbamate

https://huagongshe.com/reaction/924503

反応式

関与物質

役割名称HCID仕込み量
反応物Sodium AzideHCID 33557—
反応物(3R,4R,5S)-1-(3-(bis(tert-butoxycarbonyl)amino)pyridin-4-yl)-3-((tert-butoxycarbonyl)amino)-5-methylpiperidin-4-yl methanesulfonateHCID 86705229—
溶媒DimethylformamideHCID 6228—
生成物tert-butyl (4-((3R,4S,5S)-4-azido-3-((tert-butoxycarbonyl)amino)-5-methylpiperidin-1-yl)pyridin-3-yl)(tert-butoxycarbonyl)carbamateHCID 8670528099%

反応条件

温度90 °C

反応手順

To a solution of (3R,4R,5S)-1-{3-[bis(tert-butoxycarbonyl)amino]pyridin-4-yl}-3-[(tert-butoxycarbonyl)amino]-5-methylpiperidin-4-yl methanesulfonate (0.57 g, 0.96 mmol) in DMF (5.0 mL), sodium azide (0.31 g, 4.8 mmol) was added. The reaction mixture was heated at 90° C. for 5 h then allowed to cool. The solution was then partitioned between EtOAc and water. The layers were separated organic layer was washed with aq. Na2CO3 and brine, then dried, filtered and concentrated under reduced pressure to give the sub-title compound (0.52 g, 99%). LCMS calc. for C26H42N7O6 (M+H)+: m/z=548.3. Found: 548.4.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US09278950B2
出典データセットuspto-grants-2016_03
ORD IDord-e87f659162f14e8081f76d24ee65b023
出典メモuspto-grants-2016_03