CAS: 67174-25-8; (1S,2S,4S,5R)-1-Benzyl-2-((R)-Hydroxy(6-Methoxyquinolin-4-yl)Methyl)-5-Vinylquinuclidin-1-Ium Chloride

该化合物是一种来自奎宁的四硝基铵盐,其特点是在五氯硝基氮中引入了苯基化合物,这种改变增强了极地溶剂的溶性,提高了其稳定性,与母化合物相比,该产品主要用作非对称合成的手性阶段转移催化剂,促进了对等选择性反应,如对乳腺和Michael添加物,其僵硬的双环结构和明确界定的立体化学使其在目标产品中产生高对称过剩有效.此外,N-Benzylquin 氯在分析化学中发现其应用是解决手性分离的剂,其一贯性能和再生性使它成为合成和方法研究的宝贵工具.

结构式图片

相似化合物

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CAS号100-44-7 氯化苄 | CAS号130-95-0 奎宁; 无水奎宁; 金鸡纳碱; 金鸡纳霜

合成工艺路线路线简述

  • 合成目标产物 N-Benzylquininium Chloride 主要起始原料 Benzyl Chloride And Quinine
  • (文献来源)合成步骤主要原料 Benzyl Chloride 和 Quinine
📜氯化苄,奎宁 以 四氢呋喃 作为反应溶剂,化学反应 12.0H,反应生成 N-苄基奎宁氯
参考文献:使用λ萘酚的非对称dearomative Spirolactonization 3个手性相转移催化-Iodanes
标题:使用λ萘酚的非对称dearomative Spirolactonization 3个手性相转移催化-Iodanes
摘要:手性的不对称相转移催化效果金鸡纳生物碱类季铵盐在λ的情况下进行了研究3萘酚的-Iodane介导dearomative Spirolactonization.使用各种底物评估了该方法的范围和局限性,这些底物以非常好的产率转化为螺内酯,对映体过量最高可达58%.
DOI:10.1016/j.Tet.2017.04.028

海关参考信息

专利信息


专利号:US-5510528-A
优先权日:1993-04-08
标题:Preparation of halomethylbenzoly cyanides and novel halomethylbenzoyl cyanides
发明人:ISAK HEINZ; WETTLING THOMAS; KEIL MICHAEL; WOLF BERND; DOETZER REINHARD
权利人:BASF AG
摘要:A process for preparing halomethylbenzoyl cyanides I n n Ph-CO-CN I n n (Ph=phenyl radical substituted by chloromethyl or bromomethyl which, if desired, can additionally carry 1-4 further radicals) by reacting halomethylbenzoyl chlorides II n n Ph-CO-Cl II n n with an alkali metal cyanide or transition metal cyanide, if appropriate in an organic diluent, and novel halomethylbenzoyl cyanides I' ##STR1## (X=halogen, C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy, CF 3 , C 1 -C 5 -alkyl-(C 1 -C 5 -alkyl)hydroxyimino or C 1 -C 5 -alkyl-(C 2 -C 5 -alkenyl)hydroxyimino; m=0 to 4 and Y=chloromethyl or bromomethyl) are described. n The halomethylbenzoyl cyanides I are important intermediates for the synthesis of plant protection agents.

专利号:US-7098342-B2
优先权日:2003-10-16
标题 :Preparation of candesartan cilexetil
发明人:ETINGER MARINA YU; FEDOTEV BORIS; DOLITZKY BEN-ZION
权利人:TEVA PHARMA
摘要:The invention encompasses processes for the synthesis of cilexetil trityl candesartan from the reaction of trityl candesartan with cilexetil halide in the presence of a base and a low boiling organic solvent. Optionally, the reaction may be conducted in the presence of a phase transfer catalyst.

专利号:US-2008241949-A1
优先权日:2007-03-29
标 题 :Process for preparing quetiapine fumarate
发明人:KANSAL VINOD KUMAR; AHMAD SUHAIL; LAL KANHAIYA; PATIL BHATU TUMBA
权利人:KANSAL VINOD KUMAR; AHMAD SUHAIL; LAL KANHAIYA; PATIL BHATU TUMBA
摘要:Provided is an improved synthesis of quetiapine and pharmaceutically acceptable salts.

专利号:US-7687622-B2
优先权日:2005-04-14
标 题 :Process for preparing quetiapine fumarate
发明人:KANSAL VINOD KUMAR; LAL KANHAIYA; AHMAD SUHAIL; LEONOV DAVID
权利人:TEVA PHARMA
摘要:Provided is a novel synthesis of quetiapine, and pharmaceutically acceptable salts thereof, in which an alkali metal halide or siliyl halide is included in the reaction mixture.

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📌 第三方产品分析报告

✅ COA系统入驻 | 共享模式

主要参考文献

参考标题:Bioactive Indanes: Proof Of Concept Study For Enantioselective Synthetic Routes To Ph46A, A New Potential Anti-Inflammatory Agent
作者:Tao Zhang,Gaia Scalabrino,Neil Frankish,Helen Sheridan
摘要:Proof Of Principle For A Chiral Alkylation Of Ketone 3 Using Phase-Transfer Catalysis, Providing A Key Intermediate Ketone (S)-4. The Parent Alkaloids Required For The Synthesis Of Ph46A, Quinine Or Cinchonidine, Have Also Been Identified. Promising Enantiomeric Excesses Of Up To 50% Have Been Achieved To Date, And The Use Of An Alternative Substrate, Unsaturated Ketone 9, Has Also Opened Up Further Avenues

合成参考文献


摘要:Ogura, K., Science of Synthesis, (2007) 30, 453.
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