methyl 11-(2,4-dichlorophenyl)-5-hydroxy-3-oxoundecanoate -Drug Synthesis Database

【结构式】

【分子编号】22225

【品名】methyl 11-(2,4-dichlorophenyl)-5-hydroxy-3-oxoundecanoate

【CA登记号】

【分子式】C₁₈H₂₄Cl₂O₄

【分子量】375.29156

【元素组成】C 57.61% H 6.45% Cl 18.89% O 17.05%

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：(XV)

2) Alternatively, aldehyde (VII) was condensed with the dianion of methyl acetoacetate (XIV) to give hydroxyketone (XV), which was converted to the cyanohydrin (XVI) using KCN and KH2PO4. Basic hydrolysis of (XV) then provided a mixture of the (3R*,5S*)- (XIII) and (3R*,5R*)- (XVII) diastereoisomers.

参考文献中间体

合成目标

【1】 Gribble, A.D.; Ife, R.J.; Shaw, A.; McNair, D.; Novelli, C.E.; Bakewell, S.; Shah, V.P.; Dolle, R.E.; Groot, P.H.; Pearce, N.; Yates, J.; Tew, D.; Boyd, H.; Ashman, S.; Eggleston, D.S.; Haltiwanger, R.C.; Okafo, G.; ATP-citrate lyase as a target for hypolipidemic intervention. 2. Synthesis and evaluation of (3R,5S)-omega-substituted-3-carboxy-3,5-dihydroxyalkanoic acids and their gamma-lactone prodrugs as inhibitors of the enzyme in vitro and in vivo. J Med Chem 1998, 41, 19, 3582.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(rac-XIII)	22208	2-[8-(2,4-Dichlorophenyl)-2(R)-hydroxyoctyl]-2-hydroxysuccinic acid disodium salt		C₂₀H₂₈Cl₂O₄	详情	详情
(rac-XVII)	22227	(2S)-2-[(2R)-8-(2,4-dichlorophenyl)-2-hydroxyoctyl]-2-hydroxybutanedioic acid		C₁₈H₂₄Cl₂O₆	详情	详情
(VII)	22202	7-(2,4-dichlorophenyl)heptanal		C₁₃H₁₆Cl₂O	详情	详情
(XIV)	11791	methyl 3-oxobutanoate; Methyl acetoacetate	105-45-3	C₅H₈O₃	详情	详情
(XV)	22225	methyl 11-(2,4-dichlorophenyl)-5-hydroxy-3-oxoundecanoate		C₁₈H₂₄Cl₂O₄	详情	详情
(XVI)	22226	methyl 3-cyano-11-(2,4-dichlorophenyl)-3,5-dihydroxyundecanoate		C₁₉H₂₅Cl₂NO₄	详情	详情

Extended Information