(1R,2R)-[(2-methoxymethyl)cyclopropyl]benzene | 139492-32-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (1R,2R)-[(2-methoxymethyl)cyclopropyl]benzene
• 英文别名: [(1R,2R)-2-(methoxymethyl)cyclopropyl]benzene
• CAS: 139492-32-3
• 化学式: C₁₁H₁₄O
• 分子量: 162.232
• InChiKey: RTOQKUJOINWWMO-QWRGUYRKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  二碘甲烷 、 (E)-(3-methoxyprop-1-en-1-yl)benzene 在 3,3'-bis(4-(2-naphth)Ph)-(R)-BINOP 、 diethylzinc 作用下， 以 二氯甲烷 为溶剂， 反应 38.33h， 生成 (±)-trans-[2-(methoxymethyl)cyclopropyl]benzene 、 (1R,2R)-[(2-methoxymethyl)cyclopropyl]benzene
  参考文献：
  名称：

  碘甲基磷酸锌：用于烯烃环丙烷化的强大试剂

  摘要：

  开发了一类新的源自磷酸的类锌类化合物，并将其用于烯丙醇和醚以及未官能化烯烃的环丙烷化。使用 3,3'-二取代 BINOL 的手性磷酸可实现有效的立体控制，提供具有完全转化率和高达 93% ee 的烯丙基醚和高烯丙基醚的环丙烷。还公开了使用10mol％手性磷酸盐试剂的该反应的催化形式。

  DOI：

  10.1021/ja0529687

文献信息

• Enantioselective Construction of Cyclopropane Rings via Asymmetric Simmons-Smith Reaction of Allylic Alcohols.
  作者：Yutaka Ukaji、Mitsuhiro Nishimura、Tamotsu Fujisawa

  DOI：10.1246/cl.1992.61

  日期：——

  The Simmons-Smith reaction starting from allylic alcohols using (R,R)-diethyl tartrate as a chiral auxiliary was found to proceed enantioselectively; i.e., the treatment of allylic allylic alcohols with diethylzinc and diethyl tartrate, followed by the reaction with diethylzinc and diiodomethane, afforded the corresponding cyclopropylmethyl alcohols in optically active form

  发现以 (R,R)-酒石酸二乙酯为手性助剂，以烯丙醇为原料的 Simmons-Smith 反应对映选择性进行；即，用二乙基锌和酒石酸二乙酯处理烯丙醇，然后与二乙基锌和二碘甲烷反应，得到相应的旋光形式的环丙基甲醇
• Heterocyclic Compounds and Methods of Their Use
  申请人：Spinifex Pharmaceuticals Pty Ltd

  公开号：US20140378430A1

  公开（公告）日：2014-12-25

  The present invention relates to heterocyclic compounds useful for antagonising angiotensin II Type 2 (AT 2 ) receptor. More particularly the invention relates to pyrrolidine and azetidine compounds, compositions containing them and their use in methods of treating or preventing disorders or diseases associated with AT 2 receptor function including neuropathic pain, inflammatory pain, conditions associated with neuronal hypersensitivity, impaired nerve conduction velocity, cell proliferation disorders, disorders associated with an imbalance between bone resorption and bone formation and disorders associated with aberrant nerve regeneration.
• HETEROCYCLIC COMPOUNDS AND METHODS OF THEIR USE
  申请人：NOVARTIS AG

  公开号：US20170145032A1

  公开（公告）日：2017-05-25

  The present invention relates to heterocyclic compounds useful for antagonising angiotensin II Type 2 (AT 2 ) receptor. More particularly the invention relates to pyrrolidine and azetidine compounds, compositions containing them and their use in methods of treating or preventing disorders or diseases associated with AT 2 receptor function including neuropathic pain, inflammatory pain, conditions associated with neuronal hypersensitivity, impaired nerve conduction velocity, cell proliferation disorders, disorders associated with an imbalance between bone resorption and bone formation and disorders associated with aberrant nerve regeneration.
• US9624243B2
  申请人：——

  公开号：US9624243B2

  公开（公告）日：2017-04-18