Filaminast, WAY-PDA-641, PDA-641
[1-(3-环戊基氧基-4-甲氧基苯基)乙亚基氨基]氨基甲酸酯Chemical Name: 3-(Cyclopentyloxy)-4-methoxyacetophenone (E)-O-carbamoyloxime; O-Carbamoyl-3-cyclopentyloxy-4-methoxyacetophenone oxime
CAS No. 141184-34-1
项目整合开发状态: Phase II
项目研究机构: Wyeth Pharmaceuticals (Originator)
合成路线:The alkylation of isovanillin (I) with cyclopentyl bromide (II) and K2CO3 in DMF gives 3-(cyclopentyloxy)-4-methoxybenzaldehyde (III),which is methylated with MeLi in THF yielding the 1-phenylethanol (IV).The oxidation of (IV) with pyridinium dichromate (PDC) in dichloromethane affords the corresponding acetophenone (V),which is treated with NH2OH in pyridine to afford the oxime (VI).Finally,this oxime is treated with NaOCN and TFA in dichloromethane,or with chlorosulfonyl isocyanate in THF.
📌 参考资料/链接:
参考文献标题:Oxime-carbamates and oxime-carbonates as bronchodilators and anti-inflammatory agents
文献作者:Lombardo,L.J.(American Home Products Corp.)
参考来源:EP 0470805; GB 2246777; JP 1992253945; US 5124455