Zifrosilone, MDL-73745, -Drug Synthesis Database

【结构式】

【药物名称】Zifrosilone, MDL-73745

【化学名称】alpha,alpha,alpha-Trifluoro-3-(trimethylsilyl)acetophenone
　　　　　　2,2,2-Trifluoro-1-[3-(trimethylsilyl)phenyl]ethanone

【CA登记号】132236-18-1

【分子式】C₁₁H₁₃F₃OSi

【分子量】246.30686

【开发单位】Aventis Pharma (Originator)

【药理作用】Cognition Disorders, Treatment of, NEUROLOGIC DRUGS, Acetylcholinesterase Inhibitors

合成路线1

The reaction of 1,3-dibromobenzene (I) with trimethylsilyl chloride (II) by means of Mg in ethyl ether gives 3-(trimethylsilyl)bromobenzene (III), which is then condensed with ethyl trifluoroacetate (IV) by means of butyllithium in ethyl ether - hexane.

参考文献中间体

【1】 Schirlin, D.; Collard, J.-N.; Hornsperger, J.-M. (Merrell Pharmaceuticals, Inc.); Novel acetylcholinesterase inhibitors. EP 0403713; EP 0409676; JP 1991038591; US 5693668 .
【2】 Prous, J.; Graul, A.; Castaner, J.; Subreum. Drugs Fut 1994, 19, 9, 845.

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)	13370	1,3-Dibromobenzene	108-36-1	C₆H₄Br₂	详情	详情
(III)	14587	(3-Bromophenyl)(trimethyl)silane; (3-Bromophenyl)trimethylsilane	17878-47-6	C₉H₁₃BrSi	详情	详情
(IV)	14588	Ethyl 2,2,2-trifluoroacetate; Trifluoroethyl acetate	383-63-1	C₄H₅F₃O₂	详情	详情

Extended Information