methyl 3-[(1S,2R,3aS,8bS)-2-acetyloxy-1-(hydroxymethyl)-2,3,3a,8b-tetrahydro-1H-cyclopenta[b][1]benzofuran-5-yl]propanoate | 123671-43-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 香豆素
• 英文名称: methyl 3-[(1S,2R,3aS,8bS)-2-acetyloxy-1-(hydroxymethyl)-2,3,3a,8b-tetrahydro-1H-cyclopenta[b][1]benzofuran-5-yl]propanoate
• CAS: 123671-43-2
• 化学式: C₁₈H₂₂O₆
• 分子量: 334.369
• InChiKey: IMJAJQONMGKEFZ-QSJFSLAZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  82.1
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  methyl 3-[(1S,2R,3aS,8bS)-2-acetyloxy-1-(hydroxymethyl)-2,3,3a,8b-tetrahydro-1H-cyclopenta[b][1]benzofuran-5-yl]propanoate 在 吡啶 、 二甲基亚砜 、 N,N'-二环己基碳二亚胺 、 三氟乙酸 作用下， 以 四氢呋喃 为溶剂， 生成
  参考文献：
  名称：

  Efficient synthesis of a novel m-phenylene derivative as a selective EP4 agonist inducing follicular growth and maturation in the ovary

  摘要：

  An efficient and straightforward synthesis of a novel m-phenylene derivative has been developed. The optically pure dibromo compound was selected as a starting material. Through a protocol involving the Prins reaction and two steps of the Horner-Wadsworth-Emmons reaction, the basic skeleton was constructed with appropriate alpha and omega side chains. The compound proved to be a highly selective EP4 agonist and a possible drug candidate for maturation of the uterine cervix. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.09.004
• 作为产物：
  描述：

  在 盐酸 、 甲醇 作用下， 生成 methyl 3-[(1S,2R,3aS,8bS)-2-acetyloxy-1-(hydroxymethyl)-2,3,3a,8b-tetrahydro-1H-cyclopenta[b][1]benzofuran-5-yl]propanoate
  参考文献：
  名称：

  Efficient synthesis of a novel m-phenylene derivative as a selective EP4 agonist inducing follicular growth and maturation in the ovary

  摘要：

  An efficient and straightforward synthesis of a novel m-phenylene derivative has been developed. The optically pure dibromo compound was selected as a starting material. Through a protocol involving the Prins reaction and two steps of the Horner-Wadsworth-Emmons reaction, the basic skeleton was constructed with appropriate alpha and omega side chains. The compound proved to be a highly selective EP4 agonist and a possible drug candidate for maturation of the uterine cervix. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.09.004

文献信息

• 5,6,7-TRINOR-4,8-INTER-m-PHENYLENE PGI2 DERIVATIVE AND DRUGS CONTAINING THE SAME
  申请人：TORAY INDUSTRIES, INC.

  公开号：EP1044972A1

  公开（公告）日：2000-10-18

  A novel PGI2 derivative and anti-helicobacter agents, platelet potentiators and cervical ripening agents containing the same as the active ingredient.

  一种新型 PGI2 衍生物和含有相同活性成分的抗肝菌剂、血小板增效剂和宫颈成熟剂。
• US6555559B1
  申请人：——

  公开号：US6555559B1

  公开（公告）日：2003-04-29