tributyl(cyclohexylidenemethyl)stannane | 88924-29-2

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机过渡后金属化合物
• 英文名称: tributyl(cyclohexylidenemethyl)stannane
• CAS: 88924-29-2
• 化学式: C₁₉H₃₈Sn
• 分子量: 385.221
• InChiKey: FUIPAINMEZYLIR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.27
• 重原子数：
  20
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  tributyl(cyclohexylidenemethyl)stannane 在 双(乙腈)氯化钯(II) 、 四丁基氟化铵 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 生成 (Z)-1-Cyclohexylidene-2-(3'-hydroxy-2'-methylenecyclohexylidene)ethane
  参考文献：
  名称：

  A novel entry to the vitamin D triene system

  摘要：

  The application of Negishi's cyclization methodology to the synthesis of (Z)-1-iodo-1,3-bis-exocyclic-dienes from acyclic precursors is described. This kind of compounds can be used for the preparation of conjugated systems such us the triene of vitamin D.

  DOI：

  10.1016/s0040-4039(00)60832-8
• 作为产物：
  描述：

  溴亚甲基环己烷 、 三丁基氯化锡 生成 tributyl(cyclohexylidenemethyl)stannane
  参考文献：
  名称：

  MOLONEY, MARK G.;PINHEY, JOHN T.;STOERMER, MARTIN J., J. CHEM. SOC. PERKIN TRANS. PT 1,(1990) N0, C. 2645-2655

  摘要：

  DOI：

文献信息

• Convergent approaches to the Vitamin D skeleton using a transition metal catalyzed carbometalation/capture strategy
  作者：John M. Nuss、Martin M. Murphy、Roger A. Rennels、Magid H. Heravi、Brent J. Mohr

  DOI：10.1016/s0040-4039(00)93384-7

  日期：1993.5

  Two concise, highly convergent strategies for the synthesis of Vitamin D derivatives are presented. Beginning with synthons of exceedingly low complexity, each approach utilizes a transition metal catalyzed intramolecular carbometalation for the stereoselective formation of the critical (bis)exocyclic diene subunit.

  提出了两种简洁，高度收敛的维生素D衍生物合成策略。从复杂性极低的合成子开始，每种方法都利用过渡金属催化的分子内碳金属化来形成关键的（双）外环二烯亚基立体选择性形成。
• Moloney, Mark G.; Pinhey, John T.; Stoermer, Martin J., Journal of the Chemical Society. Perkin transactions I
  作者：Moloney, Mark G.、Pinhey, John T.、Stoermer, Martin J.

  DOI：——

  日期：——
• Alkenylzinc-Mediated Approach to the Vitamin D Skeleton. Application to the Synthesis of 6-Methyl Analogs of Vitamin and Previtamin D
  作者：Ana M. García、José L. Mascareñas、Luis Castedo、Antonio Mouriño

  DOI：10.1021/jo970605m

  日期：1997.9.1

  Palladium-catalyzed cross-coupling of alkenylzine reagents, bearing the C,D-ring/side chain portion, and (Z)-1-iodo-1,3-bis-exocyclic dienes (as A-ring precursors), provides a mild, convergent entry to the vitamin D skeleton, that is suitable for the synthesis of thermally labile derivatives such as those bearing substituents on the triene system.
• Synthesis and biological evaluation of analogs of the marine toxin polycavernoside A
  作者：Louis Barriault、Serge L. Boulet、Kenshu Fujiwara、Akio Murai、Leo A. Paquette、Mari Yotsu-Yamashita

  DOI：10.1016/s0960-894x(99)00341-8

  日期：1999.7

  Second generation analogs of polycavernoside A (2) possessing a side chain at C-15 different from that of the natural toxin have been synthesized. The in vivo toxicities of these new compounds (expressed as the minimal lethal dose) have been evaluated in mice (ip) and compared to 2, its aglycone (8), and polycavernoside B (9). The bioactivity profile of enynene 5 is particularly notable. (C) 1999 Elsevier Science Ltd. All rights reserved.