(3aS,4R,5S,7aS)-7-chloro-2,2,5-trimethyl-3a,4,5,7a-tetrahydro-1,3-benzodioxol-4-ol

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3aS,4R,5S,7aS)-7-chloro-2,2,5-trimethyl-3a,4,5,7a-tetrahydro-1,3-benzodioxol-4-ol
• 化学式: C₁₀H₁₅ClO₃
• 分子量: 218.68
• InChiKey: YFXMDHINAXKGQS-HKVUECMASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  14
• 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：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  甲基溴化镁 、 (1R,4S,5S,6R)-3-chloro-4,5-O-isopropylidene-7-oxabicyclo[4.1.0]hept-2-ene-4,5-diol 在 copper(l) iodide 作用下， 以 四氢呋喃 为溶剂， 以58%的产率得到(3aS,4R,5S,7aS)-7-chloro-2,2,5-trimethyl-3a,4,5,7a-tetrahydro-1,3-benzodioxol-4-ol
  参考文献：
  名称：

  Oxa- and Azabicyclo[4.1.0]heptenes as New Synthons for C-Disaccharide and Alkaloid Synthesis. Reactivity Trends with Carbon Nucleophiles

  摘要：

  Homochiral vinyloxiranes and vinylaziridines were reacted with a series of organometallic reagents in order to determine the regio- and stereoselectivity of the ring opening with carbon nucleophiles.

  DOI：

  10.1021/jo00094a005

文献信息

• SYNTHESIS OF CONDURITOL EPOXIDES AND AZIRIDINES AND METHODS OF USING SUCH TO SYNTHESIZE HIGHER DISACCHARIDES
  申请人：VIRGINIA TECH INTELLECTUAL PROPERTIES, INC.

  公开号：EP0765336A1

  公开（公告）日：1997-04-02
• [EN] SYNTHESIS OF CONDURITOL EPOXIDES AND AZIRIDINES AND METHODS OF USING SUCH TO SYNTHESIZE HIGHER DISACCHARIDES<br/>[FR] SYNTHESE D'EPOXYDES DE CONDURITOL ET D'AZIRIDINES ET LEUR UTILISATION POUR LA SYNTHESE DE DISACCHARIDES SUPERIEURS
  申请人：VIRGINIA TECH INTELLECTUAL PROPERTIES, INC.

  公开号：WO1995035303A1

  公开（公告）日：1995-12-28

  (EN) There are described novel coupling reactions useful for the preparation of cyclitol and/or carbohydrate conjugates and carbocyclic analogs thereof. Such coupling reactions employ epoxides and/or aziridines described herein as electrophilic recipients of other cyclitol or carbohydrate units. Also provided are certain novel compounds.(FR) L'invention concerne de nouvelles réactions de couplage permettant de préparer efficacement des conjugués de cyclitol et/ou de glucides, ainsi que leurs analogues carbocycliques. Ces réactions de couplage utilisent des époxydes et/ou les aziridines décrites en tant que récepteurs électrophiles d'autres unités de cyclitol ou de glucides. Elle concerne également certains nouveaux composés.
• Oxa- and Azabicyclo[4.1.0]heptenes as New Synthons for C-Disaccharide and Alkaloid Synthesis. Reactivity Trends with Carbon Nucleophiles
  作者：Tomas Hudlicky、Xinrong Tian、Kurt Konigsberger、Jacques Rouden

  DOI：10.1021/jo00094a005

  日期：1994.7

  Homochiral vinyloxiranes and vinylaziridines were reacted with a series of organometallic reagents in order to determine the regio- and stereoselectivity of the ring opening with carbon nucleophiles.