methyl (1S,2R,9a'R)-2-((2S,3E,5R,6Z)-7-chloro-5,9-dihydroxynona-3,6-dien-2-yl)-1',2',3',6',9',9a'-hexahydrospiro[cyclopentane-1,4'-quinolizine]-7'-carboxylate | 203307-22-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氮杂螺癸烷衍生物
• 英文名称: methyl (1S,2R,9a'R)-2-((2S,3E,5R,6Z)-7-chloro-5,9-dihydroxynona-3,6-dien-2-yl)-1',2',3',6',9',9a'-hexahydrospiro[cyclopentane-1,4'-quinolizine]-7'-carboxylate
• CAS: 203307-22-6
• 化学式: C₂₄H₃₆ClNO₄
• 分子量: 438.007
• InChiKey: RDETWPGSIZHNOD-LYLSAQEMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.94
• 重原子数：
  30.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  70.0
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  methyl (1S,2R,9a'R)-2-((2S,3E,5R,6Z)-7-chloro-5,9-dihydroxynona-3,6-dien-2-yl)-1',2',3',6',9',9a'-hexahydrospiro[cyclopentane-1,4'-quinolizine]-7'-carboxylate 在 臭氧 作用下， 以 甲醇 为溶剂， 生成 (Z)-(S)-4-Chloro-2,6-dihydroxy-hex-3-enal
  参考文献：
  名称：

  Absolute stereochemistry of halichlorine; A potent inhibitor of VCAM-1 induction

  摘要：

  The absolute stereochemistry of a marine alkaloid halichlorine, which significantly inhibits VCAM-1 induction in HUVE cells, was established by synthesis of a degradation product of natural product. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(97)10714-6
• 作为产物：
  描述：

  甲醇 、 (+)-Halichlorine 在 sodium methylate 作用下， 以60%的产率得到methyl (1S,2R,9a'R)-2-((2S,3E,5R,6Z)-7-chloro-5,9-dihydroxynona-3,6-dien-2-yl)-1',2',3',6',9',9a'-hexahydrospiro[cyclopentane-1,4'-quinolizine]-7'-carboxylate
  参考文献：
  名称：

  Absolute stereochemistry of halichlorine; A potent inhibitor of VCAM-1 induction

  摘要：

  The absolute stereochemistry of a marine alkaloid halichlorine, which significantly inhibits VCAM-1 induction in HUVE cells, was established by synthesis of a degradation product of natural product. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(97)10714-6