(1S,2R)-1-methyl-1,2-cyclopropanedicarboxylic anhydride | 148261-90-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 英文名称: (1S,2R)-1-methyl-1,2-cyclopropanedicarboxylic anhydride
• 英文别名: (1S,5R)-1beta-Methyl-3-oxabicyclo[3.1.0]hexane-2,4-dione；(1S,5R)-1-methyl-3-oxabicyclo[3.1.0]hexane-2,4-dione
• CAS: 148261-90-9
• 化学式: C₆H₆O₃
• 分子量: 126.112
• InChiKey: JIKCCJNIXCEKAW-DZSWIPIPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (1S,2R)-1-methyl-1,2-cyclopropanedicarboxylic anhydride 在 氨 作用下， 生成 (1S,5R)-1-甲基-3-氮杂双环[3.1.0]己烷-2,4-二酮
  参考文献：
  名称：

  Chiroptical properties of 1,2-cyclopropanedicarboxylic anhydrides and imides. The cyclopropane ring contribution to the Cotton effect

  摘要：

  Several optically active 1,2-cyclopropanedicarboxylic anhydrides and imides were prepared and their chiroptical spectra studied. Despite the strained bicyclic skeleton of these compounds, their CD spectra show an unusual solvent dependence. This phenomenon can be explained in terms of the cyclopropane ring contribution to the Cotton effect. A deviation of the skeleton and the anhydride or imide group from the local C(s) symmetry, shown by MNDO calculations, causes formation of an inherently chiral chromophore constituted by the three-membered ring and neighboring carbonyls. This kind of chromophore is responsible for the observed strong Cotton effects.

  DOI：

  10.1021/jo00064a034
• 作为产物：
  描述：

  (1S,2R)-1-methyl-1,2-cyclopropanedicarboxylic acid 在 乙酰氯 作用下， 反应 0.5h， 以1.25 g的产率得到(1S,2R)-1-methyl-1,2-cyclopropanedicarboxylic anhydride
  参考文献：
  名称：

  Chiroptical properties of 1,2-cyclopropanedicarboxylic anhydrides and imides. The cyclopropane ring contribution to the Cotton effect

  摘要：

  Several optically active 1,2-cyclopropanedicarboxylic anhydrides and imides were prepared and their chiroptical spectra studied. Despite the strained bicyclic skeleton of these compounds, their CD spectra show an unusual solvent dependence. This phenomenon can be explained in terms of the cyclopropane ring contribution to the Cotton effect. A deviation of the skeleton and the anhydride or imide group from the local C(s) symmetry, shown by MNDO calculations, causes formation of an inherently chiral chromophore constituted by the three-membered ring and neighboring carbonyls. This kind of chromophore is responsible for the observed strong Cotton effects.

  DOI：

  10.1021/jo00064a034

文献信息

• Dicarboxamide derivatives
  申请人：F. HOFFMANN-LA ROCHE AG

  公开号：EP1847537A1

  公开（公告）日：2007-10-24

  The invention is concerned with dicarboxamide derivatives of formula (I) wherein R1, R2, R3, R4, R5 and R6 are as defined in the specification, as well as physiologically acceptable salts thereof. These compounds inhibit the coagulation factor Xa and can be used as medicaments.

  这项发明涉及公式（I）的二羧酰胺衍生物，其中R1，R2，R3，R4，R5和R6如规范中所定义，以及其生理上可接受的盐。这些化合物抑制凝血因子Xa，可用作药物。
• Dicarboxamide Derivatives
  申请人：Zbinden Katrin Groebke

  公开号：US20110195997A1

  公开（公告）日：2011-08-11

  The invention is concerned with dicarboxamide derivatives of formula (I) wherein R 1 , R 2 , R 3 , R 4 , R 5 and R 6 are as defined in the specification, as well as physiologically acceptable salts thereof. These compounds inhibit the coagulation factor Xa and can be used in pharmaceutical compositions.

  本发明涉及公式（I）的二羧酰胺衍生物，其中R1，R2，R3，R4，R5和R6如规范中所定义，以及其生理上可接受的盐。这些化合物抑制凝血因子Xa并可用于制备药物组合物。
• [EN] DICARBOXAMIDE DERIVATIVES<br/>[FR] DERIVES DU DICARBOXAMIDE
  申请人：HOFFMANN LA ROCHE

  公开号：WO2007122104A1

  公开（公告）日：2007-11-01

  [EN] The invention is concerned with dicarboxamide derivatives of formula (I) wherein R¹, R², R³, R⁴, R⁵ and R⁶ are as defined in the specification, as well as physiologically acceptable salts thereof. These compounds inhibit the coagulation factor Xa and can be used as medicaments.
  [FR] La présente invention concerne des dérivés du dicarboxamide de formule (I) dans laquelle R¹, R², R³, R⁴, R⁵ et R⁶ sont tels que définis dans le mémoire descriptif. L'invention concerne également les sels physiologiquement acceptables desdits dérivés. Ces composés inhibent le facteur de coagulation Xa et ils peuvent être utilisés en tant que médicaments.
• Chiroptical properties of 1,2-cyclopropanedicarboxylic anhydrides and imides. The cyclopropane ring contribution to the Cotton effect
  作者：Tadeusz Polonski、Maria J. Milewska、Andrzej Katrusiak

  DOI：10.1021/jo00064a034

  日期：1993.6

  Several optically active 1,2-cyclopropanedicarboxylic anhydrides and imides were prepared and their chiroptical spectra studied. Despite the strained bicyclic skeleton of these compounds, their CD spectra show an unusual solvent dependence. This phenomenon can be explained in terms of the cyclopropane ring contribution to the Cotton effect. A deviation of the skeleton and the anhydride or imide group from the local C(s) symmetry, shown by MNDO calculations, causes formation of an inherently chiral chromophore constituted by the three-membered ring and neighboring carbonyls. This kind of chromophore is responsible for the observed strong Cotton effects.