trans-2-pyrrolidinyl-1-(N-methyl-3',4'-dichlorophenylacetamido)-1,2,3,4-tetrahydronaphthalene | 115904-90-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: trans-2-pyrrolidinyl-1-(N-methyl-3',4'-dichlorophenylacetamido)-1,2,3,4-tetrahydronaphthalene
• 英文别名: 2-(3,4-Dichloro-phenyl)-N-methyl-N-(2-pyrrolidin-1-yl-1,2,3,4-tetrahydro-naphthalen-1-yl)-acetamide；2-(3,4-dichlorophenyl)-N-methyl-N-[(1R,2R)-2-pyrrolidin-1-yl-1,2,3,4-tetrahydronaphthalen-1-yl]acetamide
• CAS: 115904-90-0；115904-93-3；115905-21-0；115905-28-7
• 化学式: C₂₃H₂₆Cl₂N₂O
• 分子量: 417.378
• InChiKey: RDOAFKQFVDDSKQ-FYYLOGMGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  23.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  trans-2-pyrrolidinyl-1-(N-methyl-3',4'-dichlorophenylacetamido)-1,2,3,4-tetrahydronaphthalene 、 富马酸 生成 (E)-but-2-enedioic acid;2-(3,4-dichlorophenyl)-N-methyl-N-[(1R,2R)-2-pyrrolidin-1-yl-1,2,3,4-tetrahydronaphthalen-1-yl]acetamide
  参考文献：
  名称：

  CLEMENCE, FRANCOIS;FORTIN, MICHEL;FRECHET, DANIEL;MOURA, ANNE-MARIE

  摘要：

  DOI：
• 作为产物：
  描述：

  1,2-二氢萘 在 甲基磺酰氯 、 三乙胺 、 间氯过氧苯甲酸 、 N,N'-羰基二咪唑 作用下， 以 氯仿 为溶剂， 反应 58.08h， 生成 trans-2-pyrrolidinyl-1-(N-methyl-3',4'-dichlorophenylacetamido)-1,2,3,4-tetrahydronaphthalene
  参考文献：
  名称：

  Naphtho and benzo analogs of the .kappa. opioid agonist trans-(.+-.)-3,4-dichloro-N-methyl-N-[2-(1-pyrrolidinyl)cyclohexyl]benzeneacetamide

  摘要：

  Further elaboration on the structure-activity relationships in our U-50,488 series has revealed that benzologation of this cyclohexane-1,2-diamine derivative provides compounds which either maintain the interaction with the kappa-receptor (e.g. compounds 3a and 5a in the phenylacetamido series) or eliminate the mu-receptor mediated analgesia (e.g. compounds 3-6 in the benzamido series). Naphthologation also caused the elimination of mu-receptor mediated analgesia (e.g. compounds 17a and 17b).

  DOI：

  10.1021/jm00110a021

文献信息

• Microwave-assisted ring opening reaction
  申请人：Laboratorios del Dr. Esteve S.A.

  公开号：EP2070903A1

  公开（公告）日：2009-06-17

  The present invention is directed to a ring opening reaction of heteronorbomenes and other α,β-unsaturated compounds of formula (Ia) and (Ib): with a nucleophile in the presence of a transition metal complex, characterized in that it is microwave assisted.

  本发明涉及异烯环丙烷和其他α，β-不饱和化合物（Ia）和（Ib）的环开反应：在过渡金属配合物存在下，通过微波辅助进行，其特征在于与亲核试剂发生反应。
• Rhodium-phosphorus complexes and their use in ring opening reactions
  申请人：Laboratorios Del. Dr. Esteve, S.A.

  公开号：EP2070904A1

  公开（公告）日：2009-06-17

  The present invention is directed to novel rhodium-phosphorus complexes of formula:          [Rh(PP')(solv)2]X the process for their preparation and their use as catalysts in the ring opening reaction of heteronorbomenes and other α,β-unsaturated compounds.

  本发明涉及一种新型的配方为[Rh(PP')(solv)2]X的铑-磷复合物，以及它们的制备方法和它们作为催化剂在杂环异戊二烯和其他α，β-不饱和化合物的环开启反应中的用途。
• An Expedient Enantioselective Route to Diaminotetralins:  Application in the Preparation of Analgesic Compounds
  作者：Mark Lautens、Keith Fagnou、Valentin Zunic

  DOI：10.1021/ol026579i

  日期：2002.10.1

  [GRAPHICS]Advances to the rhodium-catalyzed asymmetric ring-opening protocol have allowed this methodology to be extended to azabicyclic alkenes, the first time that rhodium has been used in allylic functionalizations with nitrogen leaving groups. The product diaminotetralins are important medicinal compounds. The synthetic utility of this methodology has been demonstrated in the total synthesis of an analgesic compound where the tetralin core, the regiochemistry, and the relative and absolute stereochemistry are all established in the ring-opening step.
• PENNEV, PENIO;RAJAGOPALANI, PARTHANARATHI;SCRIBAER, M.
  作者：PENNEV, PENIO、RAJAGOPALANI, PARTHANARATHI、SCRIBAER, M.

  DOI：——

  日期：——
• Benzo-fused cycloalkane and oxa- and thia-, cycloalkane trans-1,2-diamine derivatives
  申请人：THE DU PONT MERCK PHARMACEUTICAL COMPANY

  公开号：EP0260555B1

  公开（公告）日：1992-04-22