| 1193405-15-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• CAS: 1193405-15-0；910659-83-5
• 化学式: C₂₃H₃₇NSn
• 分子量: 446.263
• InChiKey: BBRUTYFVLJBYMI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.59
• 重原子数：
  25
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  4.9
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  、 (3aS,6R,6aS)-4-[1-Bromo-meth-(Z)-ylidene]-6-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole 在 copper(l) iodide 、 四(三苯基膦)钯 、 cesium fluoride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以76%的产率得到1-{(E)-4-[(3aS,6R,6aS)-6-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-dihydro-furo[3,4-d][1,3]dioxol-(4Z)-ylidene]-but-2-enyl}-1H-indole
  参考文献：
  名称：

  Convergent stereocontrolled synthesis of substituted exo-glycals by Stille cross-coupling of halo-exo-glycals and stannanes

  摘要：

  (Z)-exo-Glycals can be conveniently prepared in a convergent manner by Stille cross-coupling of (Z)-halo(Br,I)-exo-glycals and aryl or alkenyl stannanes, the latter are readily obtained by addition of tributylstannyl radicals to terminal alkynes. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.06.133

文献信息

• Synthesis of Furanosyl<i>C</i>-1 Glycals through Palladium-Catalyzed Reactions of a Furanosyl 2,3-Anhydro-<i>exo</i>-glycal
  作者：Ana M. Gómez、Ana Pedregosa、Aitor Barrio、Serafín Valverde、J. Cristóbal López

  DOI：10.1002/ejoc.200900585

  日期：2009.9

  A furanose-derived 2,3-anhydro-exo-glycal, readily available from D-mannose in four steps, has proven to be a useful substrate in the preparation of a variety of highly functionalized C-1 glycals. Upon treatment with Pd0 it affords a π-allyl palladium complex that can react with nucleophiles such as amines, ethyl malonate, or vinylstannanes. On the other hand, umpolung of the π-allyl palladium complex

  呋喃糖衍生的 2,3-脱水-外-糖基可通过四步从 D-甘露糖中轻松获得，已被证明是制备各种高度官能化的 C-1 糖基的有用底物。用 PdO 处理后，它提供 π-烯丙基钯络合物，可以与亲核试剂如胺、丙二酸乙酯或乙烯基锡烷反应。另一方面，π-烯丙基钯配合物与 Et2Zn 的 umpolung 促进了它与亲电子醛和酮的反应。（© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009）
• Convergent stereocontrolled synthesis of substituted exo-glycals by Stille cross-coupling of halo-exo-glycals and stannanes
  作者：Ana M. Gómez、Aitor Barrio、Iñigo Amurrio、Serafín Valverde、Slawomir Jarosz、J. Cristóbal López

  DOI：10.1016/j.tetlet.2006.06.133

  日期：2006.8

  (Z)-exo-Glycals can be conveniently prepared in a convergent manner by Stille cross-coupling of (Z)-halo(Br,I)-exo-glycals and aryl or alkenyl stannanes, the latter are readily obtained by addition of tributylstannyl radicals to terminal alkynes. (c) 2006 Elsevier Ltd. All rights reserved.