(S,S)-N,N'-bis[2-hydroxy-tert-butylethyl]cyclopropane-1,3-dicarboxamide | 874916-76-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (S,S)-N,N'-bis[2-hydroxy-tert-butylethyl]cyclopropane-1,3-dicarboxamide
• 英文别名: N,N'-bis[(S)-1-tert-butyl-2-hydroxyethyl]cyclopropane-1,1-dicarboxamide；1-N,1-N'-bis[(2S)-1-hydroxy-3,3-dimethylbutan-2-yl]cyclopropane-1,1-dicarboxamide
• CAS: 874916-76-4
• 化学式: C₁₇H₃₂N₂O₄
• 分子量: 328.452
• InChiKey: YEIOHGPWUHRMFO-VXGBXAGGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  23
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  98.7
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (S,S)-N,N'-bis[2-hydroxy-tert-butylethyl]cyclopropane-1,3-dicarboxamide 在 4-二甲氨基吡啶 、 甲基磺酰氯 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 12.17h， 以77%的产率得到（4S，4''S）-2,2''-环亚丙基双[4-叔丁基-4,5-二氢恶唑]
  参考文献：
  名称：

  EP1698617

  摘要：

  公开号：
• 作为产物：
  描述：

  1,1-环丙烷二羰基二氯化物 、 L-叔亮氨醇 在 三乙胺 作用下， 以 xylene 为溶剂， 生成 (S,S)-N,N'-bis[2-hydroxy-tert-butylethyl]cyclopropane-1,3-dicarboxamide
  参考文献：
  名称：

  Application of a chiral copper-1,1-bis{2-[(4S)-tert-butyloxazolinyl]}cyclopropane catalyst for asymmetric cyclopropanation of styrene

  摘要：

  The structural effects of the bridge moiety and 5-position on bisoxazoline ligands were studied for the copper-catalyzed asymmetric cyclopropanation of styrene with ethyl diazoacetate. The 1,1-bis{2-[(4S)-tert-butyloxazolinyl]} cyclopropane ligand showed a remarkable enhancement in the stereoselectivities (trans/cis = 84/16, > 99.9% ee for the trans product) compared with he previously reported best ligand, 2,2-bis(2-[(4S)-tert-butyloxazolinyl]) propane (trans/cis=75/25, 99.0% ee for the trans product). (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.11.086

文献信息

• METHOD FOR PRODUCING OPTICALLY ACTIVE CYCLOALKYLIDENE BISOXAZOLINE COMPOUND AND INTERMEDIATE THEREOF
  申请人：Sumitomo Chemical Company, Limited

  公开号：EP1698617A1

  公开（公告）日：2006-09-06

  It is provided to an optically active cycloalkylidenebisamidoalcohol compound represented by the formula (3): wherein R1 represents a C1-6 alkyl group, an optionally substituted phenyl group, an optionally substituted aralkyl group or a hydrogen atom, or two R1s, which are bonded to the same carbon atom, are bonded to form a ring together with the carbon atom to which they are bonded, R2 represents a C1-6 alkyl group, an optionally substituted aralkyl group or an optionally substituted phenyl group and * represents an asymmetric center, a method for producing it and a method for producing an optically active cycloalkylidenebisoxazoline compound represented by the formula (4): wherein R1, R2 and * are as defined above, using thereof.

  提供了一种由式（3）代表的具有光学活性的环烷基亚氨基双酰胺醇化合物： 其中R1代表C1-6烷基、任选取代的苯基、任选取代的芳烷基或氢原子，或两个R1，它们键合到同一个碳原子上，与它们所键合的碳原子一起形成一个环，R2代表C1-6烷基、任选取代的芳烷基或任选取代的苯基，*代表一个不对称中心，还提供了一种生产该化合物的方法和一种生产由式(4)表示的光学活性环烷亚基双噁唑啉化合物的方法： 其中 R1、R2 和 * 如上文所定义，使用它们。
• Method for producing optically active cycloalkylidenebisoxazoline compound and intermediate thereof
  申请人：Itagaki Makoto

  公开号：US20070112201A1

  公开（公告）日：2007-05-17

  It is provided to an optically active cycloalkylidenebisamidoalcohol compound represented by the formula (3): wherein R 1 represents a C1-6 alkyl group, an optionally substituted phenyl group, an optionally substituted aralkyl group or a hydrogen atom, or two R 1 s, which are bonded to the same carbon atom, are bonded to form a ring together with the carbon atom to which they are bonded, R 2 represents a C1-6 alkyl group, an optionally substituted aralkyl group or an optionally substituted phenyl group and * represents an asymmetric center, a method for producing it and a method for producing an optically active cycloalkylidenebisoxazoline compound represented by the formula (4): wherein R 1 , R 2 and * are as defined above, using thereof.
• METHOD FOR PRODUCING OPTICALLY ACTIVE CYCLOALKYLIDENEBISOXAZOLINE COMPOUND AND INTERMEDIATE THEREOF
  申请人：ITAGAKI Makoto

  公开号：US20110046415A1

  公开（公告）日：2011-02-24

  It is provided to an optically active cycloalkylidenebisamidoalcohol compound represented by the formula (3): wherein R 1 represents a C1-6 alkyl group, an optionally substituted phenyl group, an optionally substituted aralkyl group or a hydrogen atom, or two R 1 s, which are bonded to the same carbon atom, are bonded to form a ring together with the carbon atom to which they are bonded, R 2 represents a C1-6 alkyl group, an optionally substituted aralkyl group or an optionally substituted phenyl group and * represents an asymmetric center, a method for producing it and a method for producing an optically active cycloalkylidenebisoxazoline compound represented by the formula (4): wherein R 1 , R 2 and * are as defined above, using thereof.
• US7842839B2
  申请人：——

  公开号：US7842839B2

  公开（公告）日：2010-11-30
• US7943799B2
  申请人：——

  公开号：US7943799B2

  公开（公告）日：2011-05-17