(E)-tert-butyl(8-iodooct-7-enyloxy)dimethylsilane | 132260-34-5

• 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: (E)-tert-butyl(8-iodooct-7-enyloxy)dimethylsilane
• 英文别名: (E)-tert-butyl (8-iodooct-7-enyloxy)dimethylsilane；(E)-1-iodo-8-[(tert-butyldimethylsilyl)oxy]-1-octene；tert-butyl-[(E)-8-iodooct-7-enoxy]-dimethylsilane
• CAS: 132260-34-5
• 化学式: C₁₄H₂₉IOSi
• 分子量: 368.374
• InChiKey: FVOMQJVBBWVOKD-ZRDIBKRKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.91
• 重原子数：
  17
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (E)-tert-butyl(8-iodooct-7-enyloxy)dimethylsilane 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 咪唑 、 dowex 50Wx₈ 、 水 、 碘 、 三苯基膦 、 lithium hexamethyldisilazane 、 三甲基乙炔基硅 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 反应 6.0h， 生成 (E)-2-hydroxyoctadeca-9-en-11,13-diynoic acid
  参考文献：
  名称：

  [EN] CONJUGATED UNSATURATED COMPOUNDS
  [FR] COMPOSÉS INSATURÉS CONJUGUÉS

  摘要：

  本发明涉及一类共轭不饱和化合物，涉及制备这类化合物的方法，以及这类化合物的聚合和生物活性用途，包括它们作为抗微生物剂的用途。该发明特别涉及含有三个共轭不饱和基团的化合物，其中至少有两个是炔基团。

  公开号：

  WO2009111830A1
• 作为产物：
  描述：

  6-溴己酸 在 4-二甲氨基吡啶 、 N-碘代丁二酰亚胺 、 tetrafluoroboric acid-diethyl ether complex 、 (η(5)-cyclopentadienyl)zirconium dichloride radical 、 三乙基硼氢化锂 、 乙二胺 、 三乙胺 、 sodium iodide 作用下， 以 四氢呋喃 、 二甲基亚砜 、 丙酮 为溶剂， 生成 (E)-tert-butyl(8-iodooct-7-enyloxy)dimethylsilane
  参考文献：
  名称：

  Restricting the flexibility of crosslinked, interfacial peptide inhibitors of HIV-1 protease

  摘要：

  Interfacial peptides of HIV-1 protease were crosslinked with varying length alkyl-chains containing either a single cia or trans double bond, or a triple bond to remove degrees of freedom within the tethers. The synthesis of these compounds and their effects on the activity of HIV-1 protease are described. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00595-2

文献信息

• Chemical Synthesis and Self-Assembly of a Ladderane Phospholipid
  作者：Jaron A. M. Mercer、Carolyn M. Cohen、Steven R. Shuken、Anna M. Wagner、Myles W. Smith、Frank R. Moss、Matthew D. Smith、Riku Vahala、Alejandro Gonzalez-Martinez、Steven G. Boxer、Noah Z. Burns

  DOI：10.1021/jacs.6b10706

  日期：2016.12.14

  producing organism and the inherent difficulty of purifying complex lipid mixtures have prohibited isolation of useful amounts of natural ladderane lipids. We have devised a highly selective total synthesis of ladderane lipid tails and a full phosphatidylcholine to enable biophysical studies on chemically homogeneous samples of these molecules. Additionally, we report the first proof of absolute configuration

  厌氧氨氧化细菌产生的梯烷脂质构成了生物膜脂质中结构最吸引人但研究很少的分子。生产生物的缓慢生长和纯​​化复杂脂质混合物的固有困难阻碍了有用量的天然梯烷脂质的分离。我们设计了一种高度选择性的梯烷脂尾部和全磷脂酰胆碱的全合成，以实现对这些分子的化学均质样品的生物物理研究。此外，我们报告了天然梯烷的绝对构型的第一个证明。
• Synthesis of .beta.-resorcylic macrolides via organopalladium chemistry. Application to the total synthesis of (S)-zearalenone
  作者：A. Kalivretenos、J. K. Stille、L. S. Hegedus

  DOI：10.1021/jo00008a053

  日期：1991.4

  The beta-resorcylic macrolides are a class of naturally occurring 12- and 14-membered macrolides. Zearalenone (1), a 14-membered macrolide of this type, displays useful biological activity, which has led to great synthetic interest. In this paper the intramolecular coupling reaction of an organostannane with an electrophile is used to construct beta-resorcylic macrolides. The intramolecular coupling of an aryl iodide with a vinylstannane provided the highest yield of lactones. This methodology was then used to prepare (S)-zearalenone (1).
• Synthesis and activity of polyacetylene substituted 2-hydroxy acids, esters, and amides against microbes of clinical importance
  作者：Stella Kyi、Nalin Wongkattiya、Andrew C. Warden、Michael S. O’Shea、Margaret Deighton、Ian Macreadie、Florian H.M. Graichen

  DOI：10.1016/j.bmcl.2010.06.020

  日期：2010.8

  A series of novel polyacetylene substituted 2-hydroxy acids and derivatives were prepared and characterized. Alkylation of butane-2,3-diacetal (BDA) protected glycolic acid with iodoalkyl substituted polyacetylene compounds gave the corresponding diacetal protected polyacetylene substituted 2-hydroxy acids. Diacetal deprotection through acid mediated hydrolysis, transesterification or aminolysis afforded the 2-hydroxy-polyacetylenic acid, ester or amide derivatives. Twenty one of these novel compounds were tested against 10 microbes of clinical importance and several of them showed good antimicrobial activity, in particular against Pseudomonas aeruginosa. Crown Copyright (C) 2010 Published by Elsevier Ltd. All rights reserved.
• Makabe, Hidefumi; Tanaka, Akira; Oritani, Takayuki, Journal of the Chemical Society. Perkin transactions I, 1994, # 14, p. 1975 - 1982
  作者：Makabe, Hidefumi、Tanaka, Akira、Oritani, Takayuki

  DOI：——

  日期：——
• KALIVRETENOS, A.;STILLE, J. K.;HEGEDUS, L. S., J. ORG. CHEM., 56,(1991) N, C. 2883-2894
  作者：KALIVRETENOS, A.、STILLE, J. K.、HEGEDUS, L. S.

  DOI：——

  日期：——