Deca-4,8-diyn-1-ol | 160109-67-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: Deca-4,8-diyn-1-ol
• 英文别名: 4,8-decadiyn-1-ol；deca-4,8-diyn-1-ol
• CAS: 160109-67-1
• 化学式: C₁₀H₁₄O
• 分子量: 150.221
• InChiKey: MYWGHWKZPSUUME-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  Deca-4,8-diyn-1-ol 在 2,6-二甲基吡啶 、 trifluoroacetylperrhenate 、 氨 、 sodium 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 为溶剂， 生成 (E)-(S)-1-((2S,5S)-5-Isopropyl-tetrahydro-furan-2-yl)-hex-4-en-1-ol
  参考文献：
  名称：

  Acylperrhenate-Induced Tandem syn-Oxidative Cyclizations of Hydroxydienes

  摘要：

  DOI：

  10.1021/jo00123a005
• 作为产物：
  描述：

  戊-3-炔基三氟甲磺酸酯 在 正丁基锂 、 4-甲基苯磺酸吡啶 作用下， 以 乙醇 为溶剂， 反应 49.67h， 生成 Deca-4,8-diyn-1-ol
  参考文献：
  名称：

  Three-Component Intramolecular Two-Alkyne Annulations of Fischer Carbene Complexes: New Strategies for Steroid Synthesis

  摘要：

  The two-alkyne annulations of a variety of chromium and tungsten carbene complexes are examined in which both of the alkynes are tethered to the carbene complex. The reactions of complexes in which the two alkynes and the first alkyne and the carbene carbon are connected by methylene groups were investigated for their potential in the construction of tricyclic phenols. This methodology was screened for a number of different ring sizes, and it was found that the efficiency of phenol formation depended on the nature of the metal, the solvent, and the sizes of the rings produced. In the reactions of chromium complexes, for certain ring sizes an unprecedented lactone product was also observed which resulted from the incorporation of the two alkynes as well as two carbon monoxide ligands from the metal. A new strategy for entry to the tetracyclic ring system of steroids is developed that involves a tandem coupling of a Diels-Alder reaction of carbene complexes with the double-intramolecular two-alkyne annulation. In a model system where the A and C rings are aromatic, the feasibility of this strategy was demonstrated in a reaction where all four rings of the steroid ring system can be generated in a one-pot reaction. In a second generation of this strategy, it was demonstrated that the tandem coupling of these reactions can also lead to the generation of nonaromatic steroidal ring systems.

  DOI：

  10.1021/ja00096a019

文献信息

• Process for the Synthesis of Long-Chain Fatty Acids
  申请人：Fauq Abdul H.

  公开号：US20110105781A1

  公开（公告）日：2011-05-05

  This invention relates to processes for preparing long-chain fatty acids of Formula I: and salts thereof, as well as intermediates for the processes, wherein L 1 and L 2 are described herein.

  本发明涉及制备式I的长链脂肪酸及其盐的方法，以及用于该方法的中间体，其中L1和L2如本文所述。
• US8563760B2
  申请人：——

  公开号：US8563760B2

  公开（公告）日：2013-10-22
• Three-Component Intramolecular Two-Alkyne Annulations of Fischer Carbene Complexes: New Strategies for Steroid Synthesis
  作者：Jianming Bao、William D. Wulff、Vera Dragisich、Steve Wenglowsky、Richard G. Ball

  DOI：10.1021/ja00096a019

  日期：1994.8

  The two-alkyne annulations of a variety of chromium and tungsten carbene complexes are examined in which both of the alkynes are tethered to the carbene complex. The reactions of complexes in which the two alkynes and the first alkyne and the carbene carbon are connected by methylene groups were investigated for their potential in the construction of tricyclic phenols. This methodology was screened for a number of different ring sizes, and it was found that the efficiency of phenol formation depended on the nature of the metal, the solvent, and the sizes of the rings produced. In the reactions of chromium complexes, for certain ring sizes an unprecedented lactone product was also observed which resulted from the incorporation of the two alkynes as well as two carbon monoxide ligands from the metal. A new strategy for entry to the tetracyclic ring system of steroids is developed that involves a tandem coupling of a Diels-Alder reaction of carbene complexes with the double-intramolecular two-alkyne annulation. In a model system where the A and C rings are aromatic, the feasibility of this strategy was demonstrated in a reaction where all four rings of the steroid ring system can be generated in a one-pot reaction. In a second generation of this strategy, it was demonstrated that the tandem coupling of these reactions can also lead to the generation of nonaromatic steroidal ring systems.
• Acylperrhenate-Induced Tandem syn-Oxidative Cyclizations of Hydroxydienes
  作者：Frank E. McDonald、Timothy B. Towne

  DOI：10.1021/jo00123a005

  日期：1995.9