dihydroquinidine 4-chlorobenzoate

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 金鸡纳生物碱
• 英文名称: dihydroquinidine 4-chlorobenzoate
• 英文别名: dihydroquinidine p-chlorobenzoate；4-chlorobenzoic acid;(S)-[(2R,4S,5R)-5-ethyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanol
• 化学式: C₇H₅ClO₂*C₂₀H₂₆N₂O₂
• 分子量: 483.007
• InChiKey: FQHWULHEMXDOMH-VJAUXQICSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.44
• 重原子数：
  34
• 可旋转键数：
  5
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  82.9
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  sodium carbonate 、 4-氯苯甲酰氯 、 三乙胺 、 氢化奎尼定 以 二氯甲烷 为溶剂， 以91%的产率得到dihydroquinidine 4-chlorobenzoate
  参考文献：
  名称：

  Ligand-accelerated catalytic asymmetric dihydroxylation using

  摘要：

  在一种铱催化的烯烃加成方法中。在本发明的不对称二氢化方法中，将烯烃、手性配体、有机溶剂、水、胺氧化物和含铱化合物结合在一起。在本发明的不对称氧胺化方法中，将烯烃、手性配体、有机溶剂、水、胺衍生物和含铱化合物结合在一起。在本发明的不对称二胺化方法中，将烯烃、手性配体、有机溶剂、金属氯胺衍生物或胺衍生物和含铱化合物结合在一起。在一种实施例中，将烯烃、二氢喹啉衍生物或二氢奎宁衍生物的手性配体、丙酮、水、N-甲基吗啉N-氧化物和四氧化铱结合在一起，以实现烯烃的不对称二氢化。

  公开号：

  US04871855A1
• 作为试剂：
  描述：

  4-硝基肉桂酸乙酯 在 sodium tetrahydroborate 、 四氧化锇 、 sodium azide 、 dihydroquinidine 4-chlorobenzoate 、 水 、 silica gel 、 potassium carbonate 、 三乙胺 、 三苯基膦 、 potassium hexacyanoferrate(III) 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 氯霉素
  参考文献：
  名称：

  Asymmetric synthesis of chloramphenicol

  摘要：

  采用(2S,3R)-4-硝基苯基缩水甘油醇路线，描述了氯霉素的对映选择性合成。

  DOI：

  10.1039/c39920000859

文献信息

• Ligands for ADH: cinchona alkaloids and moderately sized organic
  申请人：Massachusetts Institute of Technology

  公开号：US05260461A1

  公开（公告）日：1993-11-09

  Osmium-catalyzed methods of addition to an olefin are discussed. In the method of asymmetric dihydroxylation of the present invention, an olefin, a chiral ligand, an organic solvent, an aqueous solution, a base, a ferricyanide salt and an osmium-containing compound are combined. The chiral ligand is an alkaloid or alkaloid derivative linked to an organic substituent of at least 300 daltons molecular weight through a planar aromatic spacer group. The organic substituent can be another alkaloid or alkaloid derivative. With the described chiral ligands, asymmetric dihydroxylation of olefins with high yields and enantiomeric excesses are achieved.

  铂催化的烯烃加成方法进行了讨论。在本发明的不对称二羟基化方法中，将烯烃、手性配体、有机溶剂、水溶液、碱、亚铁氰化盐和含铂的化合物结合在一起。手性配体是一种生物碱或生物碱衍生物，通过一个平面芳香间隔基连接到至少300道尔顿分子量的有机取代基上。有机取代基可以是另一个生物碱或生物碱衍生物。使用所述的手性配体，可以实现高产率和对映选择性过量的烯烃不对称二羟基化。
• Methods for catalytic asymmetric dihydroxylation of olefins
  申请人：Massachusetts Institute of Technology

  公开号：US05126494A1

  公开（公告）日：1992-06-30

  Osmium-catalyzed methods of addition to an olefin are discussed. In the method of asymmetric dihydroxylation of the present invention, an olefin, a chiral ligand, an organic solvent, water, an oxidant and an osmium-containing compound are combined. In the method of asymmetric oxyamination of the present invention, an olefin, a chiral ligand, an organic solvent, water, a metallo-chloramine derivative, an osmium-containing compound and, optionally, a tetraalkyl ammonium compound are combined. In the method of asymmetric diamination of the present invention, an olefin, a chiral ligand, an organic solvent, a metallo-chloramine derivative, an amine and an osmium-containing compound are combined. In one embodiment, an olefin, a chiral ligand which is a polymeric dihydroquinidine derivative or a dihydroquinine derivative, acetone, water, a base, an oxidant and osmium tetroxide are combined to effect asymmetric dihydroxylation of the olefin.

  铂催化的烯烃加成方法进行了讨论。在本发明的不对称二羟基化方法中，将烯烃、手性配体、有机溶剂、水、氧化剂和含铂的化合物结合在一起。在本发明的不对称氧胺化方法中，将烯烃、手性配体、有机溶剂、水、金属氯胺衍生物、含铂的化合物和可选的四烷基铵化合物结合在一起。在本发明的不对称二胺化方法中，将烯烃、手性配体、有机溶剂、金属氯胺衍生物、胺和含铂的化合物结合在一起。在一种实施例中，将烯烃、聚合二氢喹啉衍生物或二氢奎宁衍生物的手性配体、丙酮、水、碱、氧化剂和四氧化铂结合在一起，以实现烯烃的不对称二羟基化。
• Facilitation of turnover in the ADH by additives which catalyze the
  申请人：Massachusetts Institute of Technology

  公开号：US05227543A1

  公开（公告）日：1993-07-13

  Osmium-catalyzed methods of addition to an olefin are discussed. In the method of asymmetric dihydroxylation of the present invention, an olefin, a chiral ligand, an organic solvent, water, an oxidant, an osmium-containing compound and an organic soluble anion are combined. The presence of the organic soluble anion allows the asymmetric dihydroxylation reaction to occur rapidly and the amount of olefin that is diydroxylated is high with concomitantly less chiral ligand and osmium-containing catalyst than previously achieved.

  铂金催化的烯烃加成方法被讨论。在本发明的不对称二羟基化方法中，将烯烃、手性配体、有机溶剂、水、氧化剂、含铂金化合物和有机可溶性阴离子结合在一起。有机可溶性阴离子的存在使得不对称二羟基化反应能够迅速发生，并且与以往实现的相比，二羟基化的烯烃量高，同时所需的手性配体和含铂金催化剂较少。
• Ligand-accelerated catalytic asymmetric dihydroxylation
  申请人：Massachusetts Institute of Technology

  公开号：US04965364A1

  公开（公告）日：1990-10-23

  An osmium-catalyzed method of addition to an olefin. In the method of asymmetric dihydroxylation of the present invention, an olefin, a chiral ligand, an organic solvent, water, an amine oxide an osmium-containing compound and, optionally a tetraalkyl ammonium compound are combined. In the method of asymmetric oxyamination of the present invention, an olefin, a chiral ligand, an organic solvent, water, an amine derivative, an osmium-containing compound and, optionally, a tetraalkyl ammonium compound are combined. In the method of asymmetric diamination of the present invention, an olefin, a chiral ligand, an organic solvent, a metallo-chloramine derivative or an amine derivative and an osmium-containing compound are combined. In one embodiment, an olefin, a chiral ligand which is a dihydroquinidine derivative or a dihydroquinine derivative, acetone, water, N-methyl morpholine N-oxide and osmium tetroxide are combined to effect asymmetric dihydroxylation of the olefin.

  铂催化的烯烃加成方法。在本发明的不对称二氢化方法中，将烯烃、手性配体、有机溶剂、水、胺氧化物、含铂化合物和可选的四烷基铵化合物结合在一起。在本发明的不对称氧胺化方法中，将烯烃、手性配体、有机溶剂、水、胺衍生物、含铂化合物和可选的四烷基铵化合物结合在一起。在本发明的不对称二胺化方法中，将烯烃、手性配体、有机溶剂、金属氯胺衍生物或胺衍生物和含铂化合物结合在一起。在一种实施例中，将烯烃、二氢喹啉衍生物或二氢奎宁衍生物的手性配体、丙酮、水、N-甲基吗啉-N-氧化物和四氧化铂结合在一起，以实现烯烃的不对称二氢化。
• ORGANIC COMPOUNDS
  申请人：Yokokawa Fumiaki

  公开号：US20080319018A1

  公开（公告）日：2008-12-25

  The present invention relates to a compound of the formula I wherein R1, R2, R3, R4 and R5 are as defined in the specification, for use in the diagnostic and therapeutic treatment of a warm-blooded animal, especially for the treatment of a disease (=disorder) that depends on activity of renin; the use of a compound of that class for the preparation of a pharmaceutical formulation for the treatment of a disease that depends on activity of renin; the use of a compound of that class in the treatment of a disease that depends on activity of renin; pharmaceutical formulations a compound of that class; a method of treatment comprising administering a compound of that class and a method for its manufacture.

  本发明涉及一种具有以下公式I的化合物，其中R1、R2、R3、R4和R5如规范中所定义，用于诊断和治疗温血动物，特别是用于治疗依赖肾素活性的疾病；该类化合物用于制备用于治疗依赖肾素活性疾病的药物配方；该类化合物用于治疗依赖肾素活性的疾病；该类化合物的药物配方；包括给予该类化合物的治疗方法以及其制造方法。