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【结 构 式】 
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【分子编号】20839 【品名】(4R)-4-[(aminocarbonyl)amino]-6-fluoro-3,4-dihydro-2H-chromen-4-yl formate 【CA登记号】 |
【 分 子 式 】C11H11FN2O4 【 分 子 量 】254.2178232 【元素组成】C 51.97% H 4.36% F 7.47% N 11.02% O 25.17% |
与该中间体有关的原料药合成路线共 1 条
合成路线1
该中间体在本合成路线中的序号：(IV)Racemic sorbinil (I) is hydrolyzed with barium hydroxide in refluxing water to give amino acid (II), which by reaction with potassium cyanate in water yields (RS)-6-fluoro-4-ureido-2,3-dihydro-4H-1-benzoyran-4-carboxylic acid (III). The optical resolution of (III) with D-(+)-(1-phenylethyl)amine or L-(-)-ephedrine affords 6-fluoro-4(S)-ureido-2,3-dihydro-4H-1-benzopyran-4-carboxylic acid (IV), which is finally cyclized to sorbinil by means of hot acetic acid.
| 【1】 Cue, B.W. Jr.; Moore, B.S. (Pfizer Inc.); Sorbinyl by optical resolution of precursor 6-fluoro-4-ureidochroman-4-carboxylic acid. JP 1988211278; JP 1988211281; JP 1988211282; US 4435578 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (I) | 10057 | 6-Fluorospiro[chroman-4,4'-imidazolidine]-2',4'-dione | 69684-83-9 | C11H9FN2O3 | 详情 | 详情 |
| (II) | 20834 | 4-amino-6-fluoro-4-chromanecarboxylic acid | C10H10FNO3 | 详情 | 详情 | |
| (III) | 20838 | 4-[(aminocarbonyl)amino]-6-fluoro-4-chromanecarboxylic acid | C11H11FN2O4 | 详情 | 详情 | |
| (IV) | 20839 | (4R)-4-[(aminocarbonyl)amino]-6-fluoro-3,4-dihydro-2H-chromen-4-yl formate | C11H11FN2O4 | 详情 | 详情 |
Extended Information