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HRID 1511788作成日:2026年10月26日

6-amino-3,4-dihydro-2H-1,4-benzoxazin-3-one → 6-[(S)-3-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-propylamino]-4H-benzo[1,4]oxazin-3-one

https://huagongshe.com/reaction/1511788

反応式

関与物質

役割名称HCID仕込み量
反応物6-amino-3,4-dihydro-2H-1,4-benzoxazin-3-oneHCID 2763681—
反応物(S)-Glycidoxy-t-butyldimethylsilaneHCID 10954307—
溶媒AcetonitrileHCID 6342—
生成物6-[(S)-3-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-propylamino]-4H-benzo[1,4]oxazin-3-oneHCID 6673769549.5%

反応条件

温度50 °C

反応手順

To a solution of tert-butyl-dimethyl-((S)-1-oxiranylmethoxy)-silane (commercial; 13.0 g, 69 mmol) in MeCN (220 mL) was added LiClO4 (22 g, 207 mmol). 6-Amino-4H-benzo[1,4]oxazin-3-one (commercial; 11.45 g, 64 mmol) was added and the mixture was stirred at 50° C. for 6 h. The solvent was removed in vacuo and the residue was purified by CC (DCM/MeOH/NH4OH 1000/25/2->1000/100/2) to afford the title compound as a pale brown foam (11.16 g, 44%).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08217029B2
出典データセットuspto-grants-2012_07
ORD IDord-1b5f3c704458417491ade256200e6415
出典メモuspto-grants-2012_07