Pentopril, CGS-13945, -Drug Synthesis Database

【结构式】

【药物名称】Pentopril, CGS-13945

【化学名称】1-(4-Ethoxycarbonyl-2,4(R,R)-dimethylbutanoyl)indoline-2(S)-carboxylic acid
　　　　　　[2S-[1-(alphaS*,gammaS*),2R*]]-2-Carboxy-2,3-dihydro-alpha,gamma-dimethyl-delta-oxo-1H-indole-1-pentanoic acid alpha-ethyl ester

【CA登记号】82924-03-6

【分子式】C₁₈H₂₃NO₅

【分子量】333.38771

【开发单位】Novartis (Originator)

【药理作用】CARDIOVASCULAR DRUGS, Hypertension, Treatment of, Angiotensin-I Converting Enzyme (ACE) Inhibitors

合成路线1

The ethanolysis of 2,4-dimethylglutaric anhydride (I) gives the monoethyl ester of 2,4-dimethylglutaric acid (II), which by reaction with oxalyl chloride is converted into the monoacyl chloride (III). Finally, this compound is condensed with indoline-2-carboxylic acid (IV) hy means of K2CO3 in pyridine.

参考文献中间体

【1】 Gruenfeld, N (Novartis AG); 1-Carboxyalkanoylindolin-2-carboxylic acids and derivs. thereof, processes for their preparation, and pharmaceutical compsns. containing these cpds. as well as their use. EP 0050850 .
【2】 Serradell, M.N.; Castaner, J.; Blancafort, P.; CGS-13945. Drugs Fut 1983, 8, 12, 1010.

中间体序号	中间体编号	品名	分子式	供应商	用于合成
(I)	36176	3,5-dimethyldihydro-2H-pyran-2,6(3H)-dione	C₇H₁₀O₃	详情	详情
(II)	36177	(2R,4R)-5-ethoxy-2,4-dimethyl-5-oxopentanoic acid	C₉H₁₆O₄	详情	详情
(III)	36178	ethyl (2R,4R)-5-chloro-2,4-dimethyl-5-oxopentanoate	C₉H₁₅ClO₃	详情	详情
(IV)	34307	(2S)-2,3-dihydro-1H-indole-2-carboxylic acid	C₉H₉NO₂	详情	详情

Extended Information