3-ethylpentanoyl chloride -Drug Synthesis Database

【结构式】

【分子编号】57430

【品名】3-ethylpentanoyl chloride

【CA登记号】

【分子式】C₇H₁₃ClO

【分子量】148.63232

【元素组成】C 56.57% H 8.82% Cl 23.85% O 10.76%

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：(VI)

The Wadsworth-Emmons condensation of 3-pentanone (I) with phosphonate (II) affords the conjugated ester adduct (III). Subsequent double bond hydrogenation in (III), in the presence of Pd/C, leads to the saturated ester (IV). After basic hydrolysis of the ethyl ester group of (IV), the resultant carboxylic acid (V) is activated as the corresponding acid chloride (VI) upon treatment with SOCl2. Then, acylation of the silver acetylide of methyl propiolate (VII) with acid chloride (VI) gives rise to the oxo ester intermediate (VIII).

参考文献中间体

合成目标

【1】 Mori, S.; Takechi, S.; Kida, S.; Mizui, T.; Ichihashi, T. (Shionogi & Co. Ltd.); Lignan analog, production thereof, and hypolipidemic drug. EP 0597107; EP 0701991; JP 1993310634; US 5731455; WO 9308155 .

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)	32415	Propione; Dimethylacetone; Diethyl ketone; 3-Pentanone	96-22-0	C₅H₁₀O	详情	详情
(II)	10019	Ethyl 2-(diethoxyphosphoryl)acetate; Triethyl phosphonoacetate	867-13-0	C₈H₁₇O₅P	详情	详情
(III)	57428	ethyl 3-ethyl-2-pentenoate		C₉H₁₆O₂	详情	详情
(IV)	57429	ethyl 3-ethylpentanoate		C₉H₁₈O₂	详情	详情
(V)	57433	3-ethylpentanoic acid		C₇H₁₄O₂	详情	详情
(VI)	57430	3-ethylpentanoyl chloride		C₇H₁₃ClO	详情	详情
(VII)	57431	(3-methoxy-3-oxo-1-propynyl)silver		C₄H₃AgO₂	详情	详情
(VIII)	57432	methyl 6-ethyl-4-oxo-2-octynoate		C₁₁H₁₆O₃	详情	详情

Extended Information