dimethyl (1S,2S,5R,6S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]bicyclo[3.1.0]hexane-2,6-dicarboxylate

• 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: dimethyl (1S,2S,5R,6S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]bicyclo[3.1.0]hexane-2,6-dicarboxylate
• 化学式: C₁₅H₂₃NO₆
• 分子量: 313.35
• InChiKey: XWHAIJVOLKXXGJ-WSHGPQCASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  90.9
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  dimethyl (1S,2S,5R,6S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]bicyclo[3.1.0]hexane-2,6-dicarboxylate 以73的产率得到(1S,2S,5R,6S)-2-aminobicyclo[3.1.0]hexane-2,6-dicarboxylic acid dimethyl ester hydrochloride
  参考文献：
  名称：

  [EN] PRODRUGS OF EXCITATORY AMINO ACIDS
  [FR] PROMEDICAMENTS D'ACIDES AMINES EXCITATEURS

  摘要：

  本发明涉及式(I)的合成兴奋性氨基酸前药，其中R11为CO2R14，R12为氢或氟；或R11为氢或氟，R12为CO2R14；R13和R14独立地为氢，(1-10C)烷基，(2-4C)烯基，芳基或芳基烷基；A为(Q)p；p为1-10的整数；Q每次均从氨基酰基组中独立选择；但化合物不是其中R11为CO2R14，R12，R13和R14为氢，p为1-10的任何整数，Q每次从氨基酰基组中独立选择；但化合物不是其中R11为CO2R14，R12，R13和R14为氢，p为1，Q为L-丙氨酰基；或其药学上可接受的盐及其制备方法。本发明还涉及使用该化合物和制药组合物治疗神经系统和精神系统疾病的方法。

  公开号：

  WO2002055485A1
• 作为产物：
  描述：

  (1S,2S,5R,6S)-2-tert-Butoxycarbonylamino-bicyclo[3.1.0]hexane-2,6-dicarboxylic acid 以87的产率得到dimethyl (1S,2S,5R,6S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]bicyclo[3.1.0]hexane-2,6-dicarboxylate
  参考文献：
  名称：

  [EN] PRODRUGS OF EXCITATORY AMINO ACIDS
  [FR] PROMEDICAMENTS D'ACIDES AMINES EXCITATEURS

  摘要：

  本发明涉及式(I)的合成兴奋性氨基酸前药，其中R11为CO2R14，R12为氢或氟；或R11为氢或氟，R12为CO2R14；R13和R14独立地为氢，(1-10C)烷基，(2-4C)烯基，芳基或芳基烷基；A为(Q)p；p为1-10的整数；Q每次均从氨基酰基组中独立选择；但化合物不是其中R11为CO2R14，R12，R13和R14为氢，p为1-10的任何整数，Q每次从氨基酰基组中独立选择；但化合物不是其中R11为CO2R14，R12，R13和R14为氢，p为1，Q为L-丙氨酰基；或其药学上可接受的盐及其制备方法。本发明还涉及使用该化合物和制药组合物治疗神经系统和精神系统疾病的方法。

  公开号：

  WO2002055485A1

文献信息

• Prodrugs of excitatory amino acids
  申请人：Eli Lilly & Company

  公开号：EP1310480A1

  公开（公告）日：2003-05-14

  This invention relates to synthetic excitatory amino acid prodrugs according to formula (I) and processes for their preparation. The invention further relates to methods of using, and pharmaceutical compositions comprising, the coumpounds for the treatment of neurological disorders and psychiatric disorders.

  本发明涉及根据公式（I）的合成兴奋性氨基酸前药及其制备方法。本发明还涉及使用该化合物治疗神经系统障碍和精神障碍的方法和制药组合物。
• [EN] PRODRUGS OF EXCITATORY AMINO ACIDS<br/>[FR] PROMEDICAMENTS D'ACIDES AMINES EXCITATEURS
  申请人：LILLY CO ELI

  公开号：WO2002055485A1

  公开（公告）日：2002-07-18

  This invention relates to synthetic excitatory amino acid prodrugs of formula (I), wherein R11 is CO¿2?R?14 and R12¿ is hydrogen or fluoro; or R11 is hydrogen or fluoro and R12 is CO¿2?R?14; R13 and R14¿ are, independently, hydrogen, (1-10C) alkyl, (2-4C) alkenyl, aryl or arylalkyl; A is (Q)p; p is an integer from 1-10; and Q is independently selected, each time taken, from the group amino acyl; provided that the compound is not one in which R11 is CO¿2?R?14; R12, R13 and R14¿ are hydrogen; p is any integer from 1-10; and Q is independently selected, each time taken, from the group amino acyl; provided that the compound is not one in which R11 is CO¿2?R?14; R12, R13 and R14¿ are hydrogen; p is 1; and Q is L-alanyl; or a pharmaceutically acceptable salt thereof and processes for their preparation. The invention further relates to methods of using, and pharmaceutical compositions comprising, the compounds for the treatment of neurological disorders and psychiatric disorders.

  本发明涉及式(I)的合成兴奋性氨基酸前药，其中R11为CO2R14，R12为氢或氟；或R11为氢或氟，R12为CO2R14；R13和R14独立地为氢，(1-10C)烷基，(2-4C)烯基，芳基或芳基烷基；A为(Q)p；p为1-10的整数；Q每次均从氨基酰基组中独立选择；但化合物不是其中R11为CO2R14，R12，R13和R14为氢，p为1-10的任何整数，Q每次从氨基酰基组中独立选择；但化合物不是其中R11为CO2R14，R12，R13和R14为氢，p为1，Q为L-丙氨酰基；或其药学上可接受的盐及其制备方法。本发明还涉及使用该化合物和制药组合物治疗神经系统和精神系统疾病的方法。
• PRODRUGS OF EXCITATORY AMINO ACIDS
  申请人：Coffey Scott David

  公开号：US20070265342A1

  公开（公告）日：2007-11-15

  This invention relates to synthetic excitatory amino acid prodrugs and processes for their preparation. The invention further relates to methods of using, and pharmaceutical compositions comprising, the compounds for the treatment of neurological disorders and psychiatric disorders.
• US7256217B2
  申请人：——

  公开号：US7256217B2

  公开（公告）日：2007-08-14
• US7456221B2
  申请人：——

  公开号：US7456221B2

  公开（公告）日：2008-11-25