7-phenyl-6-oxa-7-aza-bicyclo[3.2.2]nonan-9-one

• 分子结构分类: 有机化合物 - 苯类化合物 - N-苯基羟胺
• 英文名称: 7-phenyl-6-oxa-7-aza-bicyclo[3.2.2]nonan-9-one
• 英文别名: (-)-7-phenyl-6-oxa-7-aza-bicyclo[3.2.2]nonan-9-one；7-Phenyl-6-oxa-7-azabicyclo[3.2.2]nonan-9-one
• 化学式: C₁₃H₁₅NO₂
• 分子量: 217.268
• InChiKey: LDWLPNSGJRHBSQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-环庚烯-1-酮 、 亚硝基苯 在 L-脯氨酸 作用下， 以 乙腈 为溶剂， 反应 15.0h， 以51%的产率得到7-phenyl-6-oxa-7-aza-bicyclo[3.2.2]nonan-9-one
  参考文献：
  名称：

  [EN] PROCESS OF MAKING alpha-AMINOOXYKETONE/alpha-AMINOOXYALDEHYDE AND alpha-HYDROXYKETONE/alpha-HYDROXYALDEHYDE COMPOUNDS AND A PROCESS OF MAKING REACTION PRODUCTS FROM CYCLIC alpha,ß-UNSATURATED KETONE SUBSTRATES AND NITROSO SUBSTRATES
  [FR] PROCEDE DE PREPARATION DE COMPOSES D' DOLLAR G(A)-AMINOOXYCETONE/ DOLLAR G(A)-AMINOOXYALDEHYDE ET D' DOLLAR G(A)-HYDROXYCETONE/ DOLLAR G(A)-HYDROXYALDEHYDE ET PROCEDE DE PREPARATION DE PRODUITS DE REACTION A PARTIR DE SUBSTRATS DE CETONE NON SATURES DOLLAR G(A), DOLLAR G(B) CYCLIQUE ET DE SUBSTRATS NITREUX

  摘要：

  公开号：

  WO2005090294A3

文献信息

• Process of making alpha-aminooxyketone/alpha-aminooxyaldehyde and alpha-hydroxyketone/alpha-hydroxyaldehyde compounds and a process making reaction products from cyclic alpha,beta-unsaturated ketone substrates and nitroso substrates
  申请人：Momiyama Norie

  公开号：US20070037973A1

  公开（公告）日：2007-02-15

  The present invention is directed to a process of making α-aminooxyketone and α-hydroxyketone compounds. The synthetic pathway generally involves reacting an aldehyde or ketone substrate and a nitroso substrate in the presence of a catalyst of the formula (IV): wherein X a —X c represent independently nitrogen, carbon, oxygen or sulfur and Z represents a 4 to 10-membered ring with or without a substituent and optionally a further step to convert the α-aminooxyketone compound formed to the α-hydroxyketone compound. The present invention results in α-aminooxyketone and α-hydroxyketone compounds with high enantioselectivity and high purity. The present invention is also directed to a catalytic asymmetric O-nitroso Aldol/Michael reaction. The substrates of this reaction are generally cyclic α,β-unsaturated ketone substrate and a nitroso substrate. This methodology generally involves reacting the cyclic α,β-unsaturated ketone substrate and the nitroso substrate in the presence of a proline-based catalyst, to provide a heterocyclic product.

  本发明涉及一种制备α-氨氧基酮和α-羟基酮化合物的方法。合成途径通常涉及在催化剂存在下反应醛或酮底物和亚硝基底物，所述催化剂的公式为（IV）：其中Xa-Xc分别独立表示氮、碳、氧或硫，Z表示具有或不具有取代基的4到10个成员环，并可选择进一步步骤将形成的α-氨氧基酮化合物转化为α-羟基酮化合物。本发明的结果是具有高对映选择性和高纯度的α-氨氧基酮和α-羟基酮化合物。本发明还涉及一种催化不对称O-亚硝基Aldol/Michael反应。该反应的底物通常为环状α,β-不饱和酮底物和亚硝基底物。该方法通常涉及在脯氨酸基催化剂存在下反应环状α,β-不饱和酮底物和亚硝基底物，以提供杂环产物。
• PROCESS OF MAKING ALPHA-AMINOOXYKETONE/ALPHA-AMINOOXYALDEHYDE AND ALPHA-HYDROXYKETONE/ALPHA-HYDROXYALDEHYDE COMPOUNDS AND A PROCESS MAKING REACTION PRODUCTS FROM CYCLIC ALPHA, BETA-UNSATURATED KETONE SUBSTRATES AND NITROSO SUBSTRATES
  申请人：Momiyama Norie

  公开号：US20100099915A1

  公开（公告）日：2010-04-22

  The present invention is directed to a process of making α-aminooxyketone and α-hydroxyketone compounds. The synthetic pathway generally involves reacting an aldehyde or ketone substrate and a nitroso substrate in the presence of a catalyst of the formula (IV): wherein X a —X c represent independently nitrogen, carbon, oxygen or sulfur and Z represents a 4 to 10-membered ring with or without a substituent and optionally a further step to convert the α-aminooxyketone compound formed to the α-hydroxyketone compound. The present invention results in α-aminooxyketone and α-hydroxyketone compounds with high enantioselectivity and high purity. The present invention is also directed to a catalytic asymmetric O-nitroso Aldol/Michael reaction. The substrates of this reaction are generally cyclic α,β-unsaturated ketone substrate and a nitroso substrate. This methodology generally involves reacting the cyclic α,β-unsaturated ketone substrate and the nitroso substrate in the presence of a proline-based catalyst, to provide a heterocyclic product.

  本发明涉及一种制备α-氨氧酮和α-羟基酮化合物的过程。合成路径通常涉及在催化剂的存在下反应醛或酮底物和亚硝基底物，催化剂的公式为（IV）：其中Xa-Xc代表独立的氮、碳、氧或硫，Z代表具有或不具有取代基的4到10个成员环，并可选择进一步步骤将形成的α-氨氧酮化合物转化为α-羟基酮化合物。本发明产生了具有高对映选择性和高纯度的α-氨氧酮和α-羟基酮化合物。本发明还涉及一种催化不对称O-亚硝基Aldol/Michael反应。该反应的底物通常是环状α，β-不饱和酮底物和亚硝基底物。该方法通常涉及在脯氨酸基催化剂的存在下反应环状α，β-不饱和酮底物和亚硝基底物，以提供杂环产物。
• [EN] PROCESS OF MAKING alpha-AMINOOXYKETONE/alpha-AMINOOXYALDEHYDE AND alpha-HYDROXYKETONE/alpha-HYDROXYALDEHYDE COMPOUNDS AND A PROCESS OF MAKING REACTION PRODUCTS FROM CYCLIC alpha,ß-UNSATURATED KETONE SUBSTRATES AND NITROSO SUBSTRATES<br/>[FR] PROCEDE DE PREPARATION DE COMPOSES D' DOLLAR G(A)-AMINOOXYCETONE/ DOLLAR G(A)-AMINOOXYALDEHYDE ET D' DOLLAR G(A)-HYDROXYCETONE/ DOLLAR G(A)-HYDROXYALDEHYDE ET PROCEDE DE PREPARATION DE PRODUITS DE REACTION A PARTIR DE SUBSTRATS DE CETONE NON SATURES DOLLAR G(A), DOLLAR G(B) CYCLIQUE ET DE SUBSTRATS NITREUX
  申请人：JAPAN SCIENCE & TECH AGENCY

  公开号：WO2005090294A3

  公开（公告）日：2005-12-08
• PROCESS OF MAKING ALFA-AMINOOXYKETONE/ ALFA-AMINOOXYALDEHYDE AND ALFA-HYDROXYKETONE/ ALFA-HYDROXYALDEHYDE COMPOUNDS AND A PROCESS OF MAKING REACTION PRODUCTS FROM CYCLIC ALFA, BETA-UNSATURATED KETONE SUBSTRATES AND NITROSO SUBSTRATES
  申请人：Japan Science and Technology Agency

  公开号：EP1742905A2

  公开（公告）日：2007-01-17
• US7872123B2
  申请人：——

  公开号：US7872123B2

  公开（公告）日：2011-01-18