(4S,5R)-4,5-di-(aminomethyl)-2,2-dimethyl-dioxolane

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (4S,5R)-4,5-di-(aminomethyl)-2,2-dimethyl-dioxolane
• 英文别名: 1,4-diamino-1,4-dideoxy-2,3-O-isopropylidene-erythritol；[(4S,5R)-5-(aminomethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]methanamine
• 化学式: C₇H₁₆N₂O₂
• 分子量: 160.216
• InChiKey: KQGQLRAYJUXGOW-OLQVQODUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.3
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  70.5
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (4S,5R)-4,5-di-(aminomethyl)-2,2-dimethyl-dioxolane 、 pyridine-2,6-dicarboximidic acid dimethyl ester 以 二氯甲烷 为溶剂， 反应 48.0h， 以16%的产率得到(3aR,6Z,8aS)-4,5,8,8a-tetrahydro-6-(6-((Z,3aR,8aS)-4,5,8,8a-tetrahydro-2,2-dimethyl-3aH-[1,3]dioxolo[4,5-e][1,3]diazepin-6-yl)pyridin-2-yl)-2,2-dimethyl-3aH-[1,3]dioxolo[4,5-e][1,3]diazepine
  参考文献：
  名称：

  Synthesis of a novel class of chiral N,N,N-tridentate pyridinebisimidazoline ligands and their application in Ru-catalyzed asymmetric epoxidations

  摘要：

  A new class of easily tunable N,N,N-pyridinebisimidazoline (pybim) ligands have been synthesized. The synthesis and tunability of these chiral tridentate ligands are much easier and flexible compared to the popular pyboxes, making the former a suitable ligand tool box for various asymmetric transformations. Ruthenium complexes of the new ligands were synthesized and applied in the asymmetric epoxidation of olefins using hydrogen peroxide as the oxidant. Excellent yields and moderate to good enantioselectivities were achieved in the epoxidation of aromatic olefins. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2005.08.060

文献信息

• Oligomers of Straight-Chain and Unbranched Fatty Acids and Drugs Containing These
  申请人：Wolf Hans Uwe

  公开号：US20090012166A1

  公开（公告）日：2009-01-08

  The present invention relates to new substances which are derived from naturally occurring straight-chain and unbranched fatty acids and also from semi-synthetic and synthetic compounds with principally the same structure in that they represent dimers, trimers, tetramers or higher oligomers of the starting substances.
• US4237273A
  申请人：——

  公开号：US4237273A

  公开（公告）日：1980-12-02
• US7919653B2
  申请人：——

  公开号：US7919653B2

  公开（公告）日：2011-04-05
• US7964640B2
  申请人：——

  公开号：US7964640B2

  公开（公告）日：2011-06-21
• Synthesis of a novel class of chiral N,N,N-tridentate pyridinebisimidazoline ligands and their application in Ru-catalyzed asymmetric epoxidations
  作者：Gopinathan Anilkumar、Santosh Bhor、Man Kin Tse、Markus Klawonn、Bianca Bitterlich、Matthias Beller

  DOI：10.1016/j.tetasy.2005.08.060

  日期：2005.10

  A new class of easily tunable N,N,N-pyridinebisimidazoline (pybim) ligands have been synthesized. The synthesis and tunability of these chiral tridentate ligands are much easier and flexible compared to the popular pyboxes, making the former a suitable ligand tool box for various asymmetric transformations. Ruthenium complexes of the new ligands were synthesized and applied in the asymmetric epoxidation of olefins using hydrogen peroxide as the oxidant. Excellent yields and moderate to good enantioselectivities were achieved in the epoxidation of aromatic olefins. (c) 2005 Elsevier Ltd. All rights reserved.