CAS: 1120-32-7; Methyl Octadec-9-Ynoate

上下游产品

diazomethane Stearolic acid methanol methyl (9E)-°Ctadec-9-enoate Methyl oleate -°Ctansaeure-methylester8-3-Ethoxycarbonyl-2-°Ctyl-1-cyclopropenyl-°Ctansaeure-methylester azelaic monomethyl ester 9,10-dioxo°Ctadecanoic acid methyl ester

📜油酸甲酯置于溴,1,8-二氮杂双环[5.4.0]十一碳-7-烯体系中,用 氯仿 用作溶剂,化学反应 12.0H,反应生成甲基十八酸酯-9-炔
参考文献:Synthesis And Evaluation Of Radioiodinated (E)-18-Iodo-17-octadecenoic Acid As A Model Iodoalkenyl Fatty Acid For Myocardial Imaging
标题:Synthesis And Evaluation Of Radioiodinated (E)-18-Iodo-17-octadecenoic Acid As A Model Iodoalkenyl Fatty Acid For Myocardial Imaging
摘要:125I-Labeled (E)-18-Iodo-17-octadecenoic Acid (13) Has Been Prepared And Evaluated In Rats To Determine The Myocardial Uptake And Retention And Degree Of In Vivo Deiodination Of This Model Iodovinyl-Substituted Fatty Acid,Which Contains No Structural Perturbation To Inhibit Metabolism. This New Agent Was Prepared By Nai-Chloramine-T Treatment Of (17-Carbomethoxyheptadec-1-En-1-yl)Boronic Acid (11) Prepared By Catecholborane Treatment Of Methyl 17-octadecynoate (10),Followed By Basic Hydrolysis To The Free Acid (13). The Pivotal Substrate,17-octadecynoic Acid (9),Was Prepared By Two New Routes. The 125I-Labeled Acid 13 Showed High Myocardial Uptake (1 H,1.90-2.28% Dose/g) With 45% Washout After 2 H But Lower Heart/blood Ratios In Comparison To Analogues Containing The Tellurium Heteroatom. Deiodination Was Low For The First 2 H After Injection (2 H,61% Dose/g). Excellent Myocardial Images Were Obtained In A Dog With The 123I-Labeled Agent.
Doi:10.1021/jm00367A021

专利信息

专利号:US-3699146-A
优先权日:1970-03-31
标题:Synthesis of methyl malvalate and methyl 5,6-methano-5-undecenoate
发明人：GENSLER WALTER J
权利人:US AGRICULTURE
摘要:This invention relates to the preparation of methyl malvalate, methyl 5,6-methano-5-undecenoate and the preparation of some new intermediates. Malvalic acid, the major cyclopropene component in cottonseed oil, has been synthesized. When 1-chloro-7-hexadecyne reacts with diazoacetic ester in the presence of copper bronze, the ester of 1-chloro-7,8-carboxymethano-7-hexadecene is formed. Treating the corresponding acid chloride with zinc chloride causes loss of carbon monoxide. Either sodium borohydride or lithium aluminum hydride reduces the resulting cyclopropenium compound to 1-chloro-7,8-methano-7-hexadecene. Replacing the chloro group with cyano yields malvalonitrile, which can be converted to methyl malvalate. An analogous sequence of steps has been applied to 1-chloro-4-decyne to produce methyl 5,6-methano5-undecenoate. An alternate synthesis of methyl malvalate starts by using 1-chloro-7-hexadecyne as the precursor for methyl 8heptadecynoate. This acetylenic ester is converted to 8,9carboxymethano-8-heptadecenoic acid, the diacid chloride of which decarbonylates selectively in the presence of metallic chlorides to form the cyclopropenium-acid chloride. After esterification the resulting cyclopropenium-ester is reduced with borohydride to methyl malvalate.