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【结 构 式】 
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【药物名称】BW-683C 【化学名称】6-Chloro-2-(4-chlorophenyl)-3,4-dihydro-2H-1-benzopyran 【CA登记号】73110-56-2 【 分 子 式 】C15H12Cl2O 【 分 子 量 】279.16829 |
【开发单位】GlaxoSmithKline (Originator) 【药理作用】ANTIINFECTIVE THERAPY, Antiviral Drugs |
合成路线1
The condensation of 2-hydroxychloroacetophenone (I) with 4-chlorobenzaldehyde (II) by means of KOH in ethanol - water gives 4,5'-dichloro-2'-hydroxychalcone (III), which is cyclized by treatment with polyphosphoric acid (PPA) in reftuxing 2-methoxyethanol yielding 4',6-dichloroflavan (IV). Finally, this compound is reduced with Zn-Hg in acetic acid-hydrochloric acid.
| 【1】 Batchelor, J.F.; Bauer, D.J.; Hodson, H.F.; Selway, J.W.T.; Young, D.A.B. (Glaxo Wellcome plc); Flavans, process for their preparation and pharmaceutical compsns. containing them. EP 0004579 . |
| 【2】 Serradell, M.N.; Castaner, J.; Hopkins, S.J.; Blancafort, P.; BW-683C. Drugs Fut 1982, 7, 8, 542. |
| 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) | 37094 | 1-(5-chloro-2-hydroxyphenyl)-1-ethanone | 1450-74-4 | C8H7ClO2 | 详情 | 详情 |
| (II) | 29029 | 4-chlorobenzaldehyde | 104-88-1 | C7H5ClO | 详情 | 详情 |
| (III) | 37095 | (E)-1-(5-chloro-2-hydroxyphenyl)-3-(4-chlorophenyl)-2-propen-1-one | C15H10Cl2O2 | 详情 | 详情 | |
| (IV) | 37096 | 6-chloro-2-(4-chlorophenyl)-2,3-dihydro-4H-chromen-4-one | C15H10Cl2O2 | 详情 | 详情 |
Extended Information