5-methyl-1-oxaspiro[2.5]octane | 90112-44-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 环氧化物
• 英文名称: 5-methyl-1-oxaspiro[2.5]octane
• 英文别名: 5-Methyl-1-oxaspiro[2.5]octan
• CAS: 90112-44-0
• 化学式: C₈H₁₄O
• 分子量: 126.199
• InChiKey: WMHAWNWXMPALBK-UHFFFAOYSA-N

物化性质

• 沸点：
  56-58 °C(Press: 20 Torr)
• 密度：
  0.96±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  5-methyl-1-oxaspiro[2.5]octane 在 sodium hydroxide 作用下， 以 水 为溶剂， 反应 24.0h， 生成 1-hydroxy-2-methyl-cyclohexanemethanol
  参考文献：
  名称：

  Stereoselectivity and Substrate Specificity in the Kinetic Resolution of Methyl-Substituted 1-Oxaspiro[2.5]octanes by Rhodotorula glutinis Epoxide Hydrolase

  摘要：

  [GRAPHICS]The kinetic resolution of a range of methyl-substituted 1-oxaspiro[2.5]octanes by yeast epoxide hydrolase (YEH) from Rhodotorula glutinis has been investigated. The structural determinants of substrate specificity and stereoselectivity of YEH toward these substrates appeared to be the configuration of the epoxide ring and the substitution pattern of the cyclohexane ring. For all compounds tested, O-axial epoxides were hydrolyzed faster than the corresponding O-equatorial compounds. In concern of the ring substituents,.YEH preferred methyl groups on the Re side of the ring. Placement of substituents close to the spiroepoxide carbon decreased the reaction rate but increased enantioselectivity. YEH-catalyzed kinetic resolutions of 4-methyl 1-oxaspiro [2.5] octane epimers were most enantioselective,(E > 100).

  DOI：

  10.1021/jo050533w

文献信息

• Regioselective reduction of epoxides and conjugated carbonyl compounds using zeolite supported zinc borohydride
  作者：R. Sreekumar、R. Padmakumar、P. Rugmini

  DOI：10.1016/s0040-4039(98)00984-8

  日期：1998.7

  Zeolite supported zinc borohydride is a versatile catalyst for the regeoselective reduction of epoxides, conjugated ketones, and aldehydes to the corresponding alcohols in good yields.

  沸石负载的硼氢化锌是一种通用的催化剂，可将环氧化合物，共轭酮和醛以高收率逆向选择性还原为相应的醇。
• Facial Stereoselectivity of Two-Step Additions Initiated by Electrophilic Halogens to Methylenecyclohexanes. A Comparison with Epoxidation
  作者：Giuseppe Bellucci、Cinzia Chiappe、Giacomo Lo Moro、Giovanni Ingrosso

  DOI：10.1021/jo00124a047

  日期：1995.9
• Ranu, Brindaban C.; Das, Asish R., Journal of the Chemical Society. Perkin transactions I, 1992, # 15, p. 1881 - 1882
  作者：Ranu, Brindaban C.、Das, Asish R.

  DOI：——

  日期：——
• QUINOLINE DERIVATIVES FOR THE TREATMENT OF INFLAMMATORY DISEASES
  申请人：AstraZeneca AB

  公开号：EP2139879A1

  公开（公告）日：2010-01-06
• 2-Pyridinone Derivatives, Having Hiv Inhibiting Properties
  申请人：Le Van Kiet

  公开号：US20070275953A1

  公开（公告）日：2007-11-29

  The present invention relates to 2-Pyridinone derivatives, more specifically 5-ethyl-6-methyl-2-pyridinone derivatives, according to general formula I that inhibit human immunodeficiency virus type 1 (HIV-1) replication and are therefore of interest in the treatment of Acquired Immune Deficiency Syndrome (AIDS). The present invention further relates to the synthesis of said compounds and their use, with or without other pharmaceutical agents, in the treatment of AIDS and viral infections by HIV-1.