(2S,5S)-2,5-Diethylpyrrolidine | 862156-25-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: (2S,5S)-2,5-Diethylpyrrolidine
• CAS: 862156-25-0
• 化学式: C₈H₁₇N
• 分子量: 127.23
• InChiKey: RDZWGZPNDVFBBJ-YUMQZZPRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  9
• 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：
  12
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (2S,5S)-2,5-Diethylpyrrolidine 在 lithium aluminium tetrahydride 作用下， 生成 2-((2S,5S)-2,5-Diethyl-pyrrolidin-1-yl)-ethanol
  参考文献：
  名称：

  Enantioselective palladium catalyzed allylic alkylation with phosphorus-containing C2-symmetric chiral amine ligands

  摘要：

  In the presence of the palladium complex with the phosphorus-containing C-2-symmetric chiral amine ligand 2. 3, the asymmetric allylic substitution of racemic 1,3-diphenyl-2-propenyl acetate 8 with dimethyl malonate proceeded in high yield with remarkable enantiomeric excess.

  DOI：

  10.1016/s0040-4039(00)73469-1
• 作为产物：
  描述：

  1-Benzyl-[(2R,5R)-2,5-bis(hydroxymethyl)]pyrrolidine 在 palladium dihydroxide 氯化亚砜 、 氢气 作用下， 生成 (2S,5S)-2,5-Diethylpyrrolidine
  参考文献：
  名称：

  Enantioselective palladium catalyzed allylic alkylation with C2-symmetric chiral diamine ligands

  摘要：

  A C-2-symmetric chiral diamine ligand 1 was found to be effective for palladium catalyzed asymmetric allylic substitution of racemic 1,3-diphenyl-2-propenyl acetate 5 with dimethyl malonate. The X-ray analysis and NMR study of the palladium complex 7 with chiral diamine 1 have revealed the mechanism of high enantioselection.

  DOI：

  10.1016/s0040-4039(00)61472-7

文献信息

• [EN] CHIRAL ACYCLIC DIAMINOCARBENE LIGANDS, PRECURSORS THEREFORE AND THEIR USE IN ORGANIC SYNTHESIS REACTIONS<br/>[FR] LIGANDS DIAMINOCARBÈNES ACYCLIQUES CHIRAUX, PRÉCURSEURS ASSOCIÉS ET LEUR UTILISATION DANS DES RÉACTIONS DE SYNTHÈSE ORGANIQUE
  申请人：THADANI AVINASH N

  公开号：WO2010003226A1

  公开（公告）日：2010-01-14

  The current application relates to a metal catalyst of formula (I): M[ADC][X]n, wherein M is a metal, ADC is a chiral acyclic diaminocarbene ligand, and X is a neutral or anionic ligand. The ADC ligand is prepared from the corresponding chiral formamidium salt precursor. The metal catalyst is used for asymmetric organic synthesis reactions such as hydrosilations, hydrogenations, conjugate additions, and cross-couplings.

  目前的申请涉及到一个化学配方为(I)的金属催化剂：M[ADC][X]n，其中M是金属，ADC是一个手性的无环二胺基卡宾配体，X是一个中性或带电的配体。ADC配体是从相应的手性甲酰胺盐前体制备而来的。该金属催化剂用于不对称有机合成反应，如氢硅化反应、氢化反应、共轭加成和交叉偶联反应。
• Optical Resolution Method for Bicyclic Compound Using Asymmetric Catalyst
  申请人：Daiichi Sankyo Company, Limited

  公开号：US20140296569A1

  公开（公告）日：2014-10-02

  An optically active bicyclic compound is efficiently produced by optical resolution using an optically active amine.

  使用光学分辨法，利用光学活性胺高效地制备了光学活性的双环化合物。
• OPTICAL RESOLUTION METHOD FOR BICYCLIC COMPOUND USING ASYMMETRIC CATALYST
  申请人：Daiichi Sankyo Company, Limited

  公开号：EP2792664A1

  公开（公告）日：2014-10-22

  An optically active bicyclic compound is efficiently produced by optical resolution using an optically active amine.

  通过使用光学活性胺进行光学解析，可高效生产出光学活性双环化合物。
• US9035103B2
  申请人：——

  公开号：US9035103B2

  公开（公告）日：2015-05-19
• Enantioselective palladium catalyzed allylic alkylation with C2-symmetric chiral diamine ligands
  作者：Hideki Kubota、Makoto Nakajima、Kenji Koga

  DOI：10.1016/s0040-4039(00)61472-7

  日期：1993.12

  A C-2-symmetric chiral diamine ligand 1 was found to be effective for palladium catalyzed asymmetric allylic substitution of racemic 1,3-diphenyl-2-propenyl acetate 5 with dimethyl malonate. The X-ray analysis and NMR study of the palladium complex 7 with chiral diamine 1 have revealed the mechanism of high enantioselection.