1-oxaspiro[5.5]undec-7-ene | 132723-31-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧烷类
• 英文名称: 1-oxaspiro[5.5]undec-7-ene
• 英文别名: 1-oxaspiro[5,5]undec-6-ene；1-Oxaspiro[5.5]undec-10-ene
• CAS: 132723-31-0
• 化学式: C₁₀H₁₆O
• 分子量: 152.236
• InChiKey: GMTQSVQSRQDPAZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  3-(4-羟基丁基)-2-环己烯-1-酮 在 amberlyst-15 sodium tetrahydroborate 、 cerium(III) chloride 作用下， 以 甲醇 、 氯仿 为溶剂， 反应 7.0h， 生成 1-oxaspiro[5.5]undec-7-ene
  参考文献：
  名称：

  Amberlyst-15催化仲烯丙基醇的分子内S N 2'氧螺环化。在螺环醚theaspirane和theaspirone的全合成中的应用

  摘要：

  各种取代的1-氧杂螺[4.4]非6-烯，1-氧杂螺[4.5] dec-6-烯，6-氧杂螺[4.5] dec-1-烯和1-氧杂螺[5.5] undec-7-通过在温和的反应条件下以定量收率利用仲烯丙基醇的Amberlyst-15催化的分子内S N 2'氧代螺环化反应制备烯键体系。该氧杂螺环化以五个步骤应用于从β-紫罗兰酮的茶皮螺烷和茶皮螺酮的全合成中。

  DOI：

  10.1016/s0040-4039(00)00396-8

文献信息

• A Facile Approach to the Synthesis of Allylic Spiro Ethers and Lactones
  作者：Ming-Chang Yeh、Yi-Chin Lee、Tsao-Ching Young

  DOI：10.1055/s-2006-950294

  日期：2006.11

  Treatment of 3-[(alkoxycarbonyl)alkyl]-substituted conjugated cycloalkenones with diisobutylaluminum hydride at -78 °C followed by acid quenching furnishes spiro ethers, whereas the corresponding 3-(carboxyalkyl)-substituted cycloalkenones generate spiro lactones upon reaction with sodium borohydride at 30 °C followed by acid quenching.

  3-[(alkoxycarbonyl)alkyl]-substituted conjugated cycloalkenones with diisobutylaluminum hydride at -78 °C and followed by acid quenching furnishes spiro ethers, 而相应的 3-(carboxyalkyl)-substituted cycloalkenones generated spiro lactones upon reaction with sodium borohydride at 30 °C and followed by acid quenching.
• Synthetically useful dianions via reductive lithiation of tetrahydrofurans by aromatic radical anions
  作者：Boguslaw Mudryk、Theodore Cohen

  DOI：10.1021/ja00005a080

  日期：1991.2
• MUDRYK, BOGUSLAW;COHEN, THEODORE, J. AMER. CHEM. SOC., 113,(1991) N, C. 1866-1867
  作者：MUDRYK, BOGUSLAW、COHEN, THEODORE

  DOI：——

  日期：——
• [EN] COMPOSITIONS AND METHODS FOR TREATMENT OF MALE ERECTILE DYSFUNCTION (ED)<br/>[FR] COMPOSITIONS ET PROCEDES POUR LE TRAITEMENT DE DYSFONCTIONNEMENT DE L'ERECTION
  申请人：DARLEY PHARMACUETICALS LTD

  公开号：WO2007004226A2

  公开（公告）日：2007-01-11

  [EN] The present invention relates to use of 1,7-dioxaspiro[5.5]undecane and related compounds of the general formula (I) for the preparation of a pharmaceutical composition for the treatment or prevention of erectile dysfunction (ED). The invention further provides a method for the treatment or prevention of ED by administering 1,7?dioxaspiro[5.5]undecane or a related compound of the general formula (I) as an active ingredient, thereby treating and/or preventing ED.
  [FR] Utilisation de 1,7-dioxaspiro[5.5]undécane et de composés connexes de formule générale (I) pour l'élaboration de composition pharmaceutique intervenant dans le traitement ou la prévention de dysfonctionnement de l'érection, et procédés correspondants qui reposent sur l'administration de 1,7dioxaspiro[5.5]undécane ou de composé connexe de formule générale (I) comme principe actif, pour le traitement et/ou la prévention de l'affection considérée.^.
• Amberlyst-15-catalyzed intramolecular SN2′ oxaspirocyclization of secondary allylic alcohols. Application to the total synthesis of spirocyclic ethers theaspirane and theaspirone
  作者：Jenn-jong Young、Liarng-jyur Jung、Kuang-ming Cheng

  DOI：10.1016/s0040-4039(00)00396-8

  日期：2000.4

  1-oxaspiro[5.5]undec-7-ene systems have been prepared by utilizing Amberlyst-15-catalyzed intramolecular SN2′ oxaspirocyclizations of secondary allylic alcohols under mild reaction conditions in quantitative yields. This oxaspirocyclization was applied to the total synthesis of theaspirane and theaspirone from β-ionone in five steps.

  各种取代的1-氧杂螺[4.4]非6-烯，1-氧杂螺[4.5] dec-6-烯，6-氧杂螺[4.5] dec-1-烯和1-氧杂螺[5.5] undec-7-通过在温和的反应条件下以定量收率利用仲烯丙基醇的Amberlyst-15催化的分子内S N 2'氧代螺环化反应制备烯键体系。该氧杂螺环化以五个步骤应用于从β-紫罗兰酮的茶皮螺烷和茶皮螺酮的全合成中。