CAS: 135689-93-9; 4'-Formyl-[1,1'-Biphenyl]-2-Carbonitrile

该化合物是一个多功能的双苯基化合物,其芳香环上既有一种气态(-CHO),也有一种丙基(-CN)功能组.这种双功能结构使它成为有机合成中有价值的中间体,特别是在制药,农用化学和材料科学中制造复杂分子. 退出电子的双子体组加强了核糖核替代或循环反应的再活动,而形式组则成为凝聚或减缩变异的关键场所. 其硬性双苯基纸巾有助于衍生化合物的稳定性和控制立体化学. 该化合物一般供应高纯度(> 97%) ,并显示普通有机溶剂的溶性良好,便利其在多步骤合成途径的使用.

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相似化合物

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合成工艺路线路线简述

  • 合成目标产物 4-(2-Cyanophenyl)Benzaldehyde 主要起始原料 4-Bromomethyl-2-Cyanobiphenyl
  • (文献来源)合成步骤主要原料 4-Bromomethyl-2-Cyanobiphenyl
📜2-氰基-4'-溴甲基联苯置于乌洛托品,水,Sodium Dodecyl-Sulfate,Lanthanum(Lll) Triflate体系中,化学反应 4.0H,以71%的收率获得2'-氰基-4-甲醛基联苯
参考文献:三氟甲磺酸镧催化改进的sommelet反应
标题:三氟甲磺酸镧催化改进的sommelet反应
摘要:使用三氟甲磺酸镧 (3 Mol%) 作为催化剂,在水中使用十二烷基硫酸钠 (Sds,2 Wt%) 作为增溶剂,实现了用于从苄基卤化物和六亚甲基四胺合成芳醛的改进 Sommelet 反应.在 18 个实施例中的大多数中获得了非常好到极好的收率.
Doi:10.3184/174751914X14175125259964

海关参考信息

专利信息


专利号:WO-2005049586-A1
优先权日:2003-11-24
标 题:Process for production of (s) -n-pentanoyl-n-[[2’-(1h-tetrazole-5yl) [1,1’-biphenyl]-4-yl]methyl]-l-valine
发明人:CEPANEC IVICA; LITVIC MLADEN; KORETIC STEFANIJA; BARTOLINCIC ANAMARIJA; DRUSKOVIC VINKA; SPOREC ANITA
权利人:BELUPO LIJEKOVI KOZMETIKA D D; CEPANEC IVICA; LITVIC MLADEN; KORETIC STEFANIJA; BARTOLINCIC ANAMARIJA; DRUSKOVIC VINKA; SPOREC ANITA
摘要:The patent relates to a new process of synthesis of an antihypertensive agent, N-pentanoyl-N-[[2'-(1H-tetrazole-5-yl)[1,1'-biphenyl]-4-yl]methyl]-L-valine (1), also known under the generic name of valsartan, by selective reaction of N-pentanoyl-N-[[2'-(1H-tetrazole-5-yl) [1,1'-biphenyl]-4-yl]methyl]-L-valine methyl-ester (14) with metallic or quaternary ammonium trialkylsilanolates by SN2 reaction. The compound 14 was produced in four reaction steps starting from 2N-trityl-5-(4'-methylbiphenyl-2-yl)tetrazole (17) and L-valine methyl-ester (11). Free-radical bromination of the compound 17 with N-bromosuccinimide produced 2N-trityl-5-(4'-bromomethylbiphenyl-2-yl)tetrazole (7), which in the reaction with L-valine methyl-ester (11) results in N-[[2'-(2N-trityl-tetrazole-5-yl)[1,1'-biphenyl]-4­yl]methyl]-L-valine methyl-ester hydrobromide (15). Acylation of the compound 15 with pentanoyl chloride in the presence of trialkylamine bases results in N-pentanoyl-N-[[2'-(2N­trityl-tetrazole-5-yl)[1,1'-biphenyl] -4-yl]methyl]-L-valine methyl-ester (16). Removal of trityl protecting group by strong acids produces the key intermediary, compound 14.

专利号:EP-1831186-B1
优先权日:2004-11-30
标题:A process for the synthesis of valsartan
发明人:ZUPANCIC SILVO; PECAVAR ANICA; ZUPET ROK
权利人:KRKA D D NOVO MESTO
摘要:This invention relates to an improved process for preparing a valsartan, or a pharmaceutically acceptable salt thereof, or pharmaceutical preparation containing either entity wherein a compound of formula (II) nor a salt thereof, is reacted with valine or an ester or a salt thereof in a solvent selected from the group consisting of methylene chloride, chloroform, butyl chloride, isopropyl acetate and tert -butyl methyl ether to form a compound of formula (IV) nwhich is then acylated to form a compound of formula (VI) nwherein R is hydrogen, alkyl, alkenyl or benzyl; which is then deprotected to give valsartan, and may be converted to a pharmaceutically acceptable salt and/or a pharmaceutical formulation. The invention also covers intermediates of formula (IV) and (VI) wherein R=H.

专利号:WO-2006058701-A1
优先权日:2004-11-30
标题:A process for the synthesis of valsartan

专利号:EP-1831186-A1
优先权日:2004-11-30
标题:A process for the synthesis of valsartan

专利号:EP-1661891-A1
优先权日:2004-11-30
标 题 :A process for the synthesis of valsartan

专利号:CN-115197096-A
优先权日:2021-04-13
标 题 :Synthesis method of valsartan intermediate

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✅ COA系统入驻 | 共享模式

合成参考文献


摘要:Kleemann, A.; Engel, J.; Kutscher, B.; Reichert, D., Pharmaceutical Substances[Online], Thieme: Stuttgart, (2003).
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