(1S,2S,5R,6S)-2-(tert-butoxycarbonylamino)-4-methylenebicyclo[3.1.0]hexane-2,6-dicarboxylic acid | 1379471-60-9

• 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: (1S,2S,5R,6S)-2-(tert-butoxycarbonylamino)-4-methylenebicyclo[3.1.0]hexane-2,6-dicarboxylic acid
• 英文别名: (1S,2S,5R,6S)-4-methylidene-2-[(2-methylpropan-2-yl)oxycarbonylamino]bicyclo[3.1.0]hexane-2,6-dicarboxylic acid
• CAS: 1379471-60-9
• 化学式: C₁₄H₁₉NO₆
• 分子量: 297.308
• InChiKey: MWRBYIDAFRMDHN-FMCOEWMSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  113
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (1S,2S,5R,6S)-2-(tert-butoxycarbonylamino)-4-methylenebicyclo[3.1.0]hexane-2,6-dicarboxylic acid 在 Wilkinson's catalyst 、 氢气 作用下， 生成 、
  参考文献：
  名称：

  Improved Synthesis of C4α- and C4β-Methyl Analogues of 2-Aminobicyclo[3.1.0]hexane-2,6-dicarboxylate

  摘要：

  An efficient and divergent synthesis of C4 alpha- and C4 beta-methyl-substituted analogues of 2-aminobicyclo[3.1.0]hexane 2,6-dicarboxylate, which are important tools in the study of metabotropic glutamate receptor function, has been achieved. By taking advantage of an unanticipated facial selectivity of the bicyclo[3.1.0]hexane ring system, either the C4 alpha- or C4 beta-methyl substituent was introduced In a highly stereoselective and high-yielding manner.

  DOI：

  10.1021/ol300516y
• 作为产物：
  描述：

  di-tert-butyl (1S,2S,5R,6R)-2-(tert-butoxycarbonylamino)-4-oxo-bicyclo[3.1.0]hexane-2,6-dicarboxylate 在 氯化亚砜 、 sodium hexamethyldisilazane 、 碳酸氢钠 、 lithium hydroxide 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 72.47h， 生成 (1S,2S,5R,6S)-2-(tert-butoxycarbonylamino)-4-methylenebicyclo[3.1.0]hexane-2,6-dicarboxylic acid
  参考文献：
  名称：

  Improved Synthesis of C4α- and C4β-Methyl Analogues of 2-Aminobicyclo[3.1.0]hexane-2,6-dicarboxylate

  摘要：

  An efficient and divergent synthesis of C4 alpha- and C4 beta-methyl-substituted analogues of 2-aminobicyclo[3.1.0]hexane 2,6-dicarboxylate, which are important tools in the study of metabotropic glutamate receptor function, has been achieved. By taking advantage of an unanticipated facial selectivity of the bicyclo[3.1.0]hexane ring system, either the C4 alpha- or C4 beta-methyl substituent was introduced In a highly stereoselective and high-yielding manner.

  DOI：

  10.1021/ol300516y

文献信息

• MGLU 2/3 AGONISTS
  申请人：Eli Lily and Company

  公开号：US20130197079A1

  公开（公告）日：2013-08-01

  The present invention provides novel mGlu2/3 agonists useful in the treatment of neurological or psychiatric disorders.

  本发明提供了一种在治疗神经系统或精神疾病中有用的新型mGlu2/3激动剂。
• US8575214B2
  申请人：——

  公开号：US8575214B2

  公开（公告）日：2013-11-05
• [EN] MGLU 2/3 AGONISTS<br/>[FR] AGONISTES MGLU 2/3
  申请人：LILLY CO ELI

  公开号：WO2013116174A1

  公开（公告）日：2013-08-08

  The present invention provides novel mGlu2/3 agonists of formula (I) useful in the treatment of neurological or psychiatric disorders.