(1'R,7a'S)-7a'-methyl-2',6',7',7a'-tetrahydro-3H-spiro[furo[3,2-b]pyridine-2,1'-inden]-5'-yl trifluoromethanesulfonate | 1352317-65-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: (1'R,7a'S)-7a'-methyl-2',6',7',7a'-tetrahydro-3H-spiro[furo[3,2-b]pyridine-2,1'-inden]-5'-yl trifluoromethanesulfonate
• 英文别名: [(2R,7'aS)-7'a-methylspiro[3H-furo[3,2-b]pyridine-2,1'-6,7-dihydro-2H-indene]-5'-yl] trifluoromethanesulfonate
• CAS: 1352317-65-7
• 化学式: C₁₇H₁₆F₃NO₄S
• 分子量: 387.38
• InChiKey: ACOIDUPHYMCFGR-JKSUJKDBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  26
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  73.9
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  (1'R,7a'S)-7a'-methyl-2',6',7',7a'-tetrahydro-3H-spiro[furo[3,2-b]pyridine-2,1'-inden]-5'-yl trifluoromethanesulfonate 、 4-羟基苯硼酸 在 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 四氢呋喃 、 水 、 甲苯 为溶剂， 反应 3.0h， 以56%的产率得到4-((1'R,7a'S)-7a'-methyl-2',6',7',7a'-tetrahydro-3H-spiro[furo[3,2-b]pyridine-2,1'-inden]-5'-yl)phenol
  参考文献：
  名称：

  Design, synthesis, and biological evaluation of estrone-derived hedgehog signaling inhibitors

  摘要：

  The design, synthesis, and biological evaluation of new analogs of the naturally occurring compound cyclopamine, a hedgehog signaling inhibitor, are described. Structure-activity relationship studies lead to an evolving model for the pharmacophore of this medically promising compound class of anti-cancer chemotherapeutic agents. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.10.028
• 作为产物：
  描述：

  2-甲基-3-溴吡啶 在 水 、 palladium diacetate 、 caesium carbonate 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 、 三乙胺 、 [双(三氟乙酰氧基)碘]苯 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 、 正己烷 、 二氯甲烷 、 甲苯 为溶剂， 反应 7.17h， 生成 (1'R,7a'S)-7a'-methyl-2',6',7',7a'-tetrahydro-3H-spiro[furo[3,2-b]pyridine-2,1'-inden]-5'-yl trifluoromethanesulfonate
  参考文献：
  名称：

  Design, synthesis, and biological evaluation of estrone-derived hedgehog signaling inhibitors

  摘要：

  The design, synthesis, and biological evaluation of new analogs of the naturally occurring compound cyclopamine, a hedgehog signaling inhibitor, are described. Structure-activity relationship studies lead to an evolving model for the pharmacophore of this medically promising compound class of anti-cancer chemotherapeutic agents. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.10.028

文献信息

• COMPOUNDS AND METHODS FOR THE PREVENTION AND TREATMENT OF CANCER
  申请人：Dahmane Nadia

  公开号：US20130203794A1

  公开（公告）日：2013-08-08

  The present invention relates to compounds for modulating sonic hedgehog signaling and preventing or treating cancer.
• US8759367B2
  申请人：——

  公开号：US8759367B2

  公开（公告）日：2014-06-24
• [EN] COMPOUNDS AND METHODS FOR THE PREVENTION AND TREATMENT OF CANCER<br/>[FR] COMPOSÉS ET MÉTHODES DE PRÉVENTION ET DE TRAITEMENT DU CANCER
  申请人：WISTAR INST

  公开号：WO2012054228A1

  公开（公告）日：2012-04-26

  The present invention relates to compounds for modulating sonic hedgehog signaling and preventing or treating cancer.
• Design, synthesis, and biological evaluation of estrone-derived hedgehog signaling inhibitors
  作者：Jeffrey D. Winkler、André K. Isaacs、Chaomei Xiang、Valérie Baubet、Nadia Dahmane

  DOI：10.1016/j.tet.2011.10.028

  日期：2011.12

  The design, synthesis, and biological evaluation of new analogs of the naturally occurring compound cyclopamine, a hedgehog signaling inhibitor, are described. Structure-activity relationship studies lead to an evolving model for the pharmacophore of this medically promising compound class of anti-cancer chemotherapeutic agents. (C) 2011 Elsevier Ltd. All rights reserved.