1-(tert-butyl-diphenyl-silanyloxy)-4-methyl-pent-4-en-2-ol | 376357-56-1

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: 1-(tert-butyl-diphenyl-silanyloxy)-4-methyl-pent-4-en-2-ol
• 英文别名: (2S)-1-[tert-butyl(diphenyl)silyl]oxy-4-methylpent-4-en-2-ol
• CAS: 376357-56-1
• 化学式: C₂₂H₃₀O₂Si
• 分子量: 354.565
• InChiKey: DGLCEDTYSADLOL-IBGZPJMESA-N

物化性质

• 沸点：
  429.9±45.0 °C(Predicted)
• 密度：
  1.01±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.89
• 重原子数：
  25
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(tert-butyl-diphenyl-silanyloxy)-4-methyl-pent-4-en-2-ol 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 、 4-二甲氨基吡啶 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  Antimalarial diterpenoid dimers of a new carbon skeleton from Aphanamixis grandifolia

  摘要：

  从大花乌头树中发现了五种新的二萜二聚体，属于一种罕见的结构类。这些化合物显示出中等的抗疟活性。

  DOI：

  10.1039/c5ob02296g
• 作为产物：
  描述：

  叔丁基二苯基氯硅烷 在 咪唑 、 copper(l) iodide 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 生成 1-(tert-butyl-diphenyl-silanyloxy)-4-methyl-pent-4-en-2-ol
  参考文献：
  名称：

  Antimalarial diterpenoid dimers of a new carbon skeleton from Aphanamixis grandifolia

  摘要：

  从大花乌头树中发现了五种新的二萜二聚体，属于一种罕见的结构类。这些化合物显示出中等的抗疟活性。

  DOI：

  10.1039/c5ob02296g

文献信息

• Enantioselective Synthesis of Spliceostatin E and Evaluation of Biological Activity
  作者：Arun K. Ghosh、Anne M. Veitschegger、Venkata Reddy Sheri、Kerstin A. Effenberger、Beth E. Prichard、Melissa S. Jurica

  DOI：10.1021/ol503127r

  日期：2014.12.5

  An enantioselective total synthesis of spliceostatin E has been accomplished. The d-lactone unit A was constructed from readily available (R)-glycidyl alcohol using a ring-closing olefin metathesis as the key reaction. A cross-metathesis of ring A containing d-lactone and the functionalized tetrahydropyran B-ring provided spliceostatin E. Our biological evaluation of synthetic spliceostatin E revealed that it does not inhibit splicing in vitro and does not impact speckle morphology in cells. Spliceostatin E was reported to possess potent antitumor activity.
• Synthetic studies on polymaxenolides: model studies for constructing dihydropyran portion and synthesis of lower portion
  作者：Yutaka Matsuda、Masaya Kato、Tomonori Kawaguchi、Takayuki Koyama、Yoko Saikawa、Masaya Nakata

  DOI：10.1016/j.tet.2013.12.076

  日期：2014.2

  With a goal of the total synthesis of polymaxenolide, the first hybrid marine natural product, the model studies for constructing the dihydropyran portion based on the originally proposed biosynthesis (C-C bond formation followed by dehydrative cyclization) and the synthesis of the lower portion (the C1-C3, C7-C17 portion) based on an iodide-induced Morita-Baylis-Hillman type reaction (a three-component assembly) followed by Suzuki-Miyaura cross-coupling are described. (C) 2014 Elsevier Ltd. All rights reserved.
• [EN] LAULIMALIDE ANALOGS WITH ANTI-CANCER ACTIVITITY<br/>[FR] ANALOGUES DE LAULIMALIDE ET UTILISATIONS DE CEUX-CI
  申请人：EISAI CO LTD

  公开号：WO2005030779A3

  公开（公告）日：2008-01-24
• Aphadilactones A–D, Four Diterpenoid Dimers with DGAT Inhibitory and Antimalarial Activities from a Meliaceae Plant
  作者：Jia Liu、Xiu-Feng He、Gai-Hong Wang、Emilio F. Merino、Sheng-Ping Yang、Rong-Xiu Zhu、Li-She Gan、Hua Zhang、Maria B. Cassera、He-Yao Wang、David G. I. Kingston、Jian-Min Yue

  DOI：10.1021/jo402340h

  日期：2014.1.17

  Aphadilactones A D (1-4), four diaster. eoisomers possessing an unprecedented carbon skeleton, were isolated from the Meliaceae plant Aphanamixis grandifolia. Their challenging structures and absolute configurations were determined by a combination of spectroscopic data, chemical degradation, fragment synthesis, experimental CD spectra, and ECD calculations. Aphadilactone C (3) with the 5S,11S,5'S,11'S configuration showed potent and selective inhibition against the diacylglycerol O-acyltransferase-1 (DGAT-1) enzyme (IC50 = 0.46 +/- 0.09 mu M, selectivity index >217) and is the strongest natural DGAT-1 inhibitor discovered to date. In addition, compounds 1-4 showed significant antimalarial activities with IC50 values of 190 +/- 60, 1350 +/- 150, 170 +/- 10, and 120 +/- 50 nM, respectively.
• Antimalarial diterpenoid dimers of a new carbon skeleton from Aphanamixis grandifolia
  作者：Hua Zhang、Jia Liu、Li-She Gan、Seema Dalal、Maria B. Cassera、Jian-Min Yue

  DOI：10.1039/c5ob02296g

  日期：——

  Five new diterpenoid dimers of a rare structure class were discovered from Aphanamixis grandifolia. These compounds showed moderate antimalarial activities.

  从大花乌头树中发现了五种新的二萜二聚体，属于一种罕见的结构类。这些化合物显示出中等的抗疟活性。