1-benzenesulfonyl-2-methylcyclobutane | 96667-35-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-benzenesulfonyl-2-methylcyclobutane
• 英文别名: [(1R,2R)-2-methylcyclobutyl]sulfonylbenzene
• CAS: 96667-35-5
• 化学式: C₁₁H₁₄O₂S
• 分子量: 210.297
• InChiKey: URWJAJDMICZZHB-MWLCHTKSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  42.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  聚合甲醛 、 1-benzenesulfonyl-2-methylcyclobutane 在 正丁基锂 作用下， 生成 ((1R,2R)-1-Benzenesulfonyl-2-methyl-cyclobutyl)-methanol
  参考文献：
  名称：

  Bridgehead reactivity, nucleophilic and radical additions, and lithium aluminum hydride reduction of 1-(arylsulfonyl)bicyclobutanes: general access to substituted, functionalized cyclobutanes. Syntheses of (.+-.)-citrilol acetate, (.+-.)-junionone, and the tricyclo[3.3.0.01,4]octane and tricyclo[4.3.0.01,7]nonane ring systems

  摘要：

  DOI：

  10.1021/jo00216a028
• 作为产物：
  描述：

  2-endo-methyl-1-(phenylsulfonyl)bicyclo<1.1.0>butane 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 以95%的产率得到1-benzenesulfonyl-2-methylcyclobutane
  参考文献：
  名称：

  Bridgehead reactivity, nucleophilic and radical additions, and lithium aluminum hydride reduction of 1-(arylsulfonyl)bicyclobutanes: general access to substituted, functionalized cyclobutanes. Syntheses of (.+-.)-citrilol acetate, (.+-.)-junionone, and the tricyclo[3.3.0.01,4]octane and tricyclo[4.3.0.01,7]nonane ring systems

  摘要：

  DOI：

  10.1021/jo00216a028

文献信息

• Applications of highly enantioenriched alcohols bearing a phenylthio group in the preparation of ring compounds. The two-pot synthesis of an enantiopure spiroacetal pheromone bearing three chiral centers
  作者：Theodore Cohen、Shaojing Tong

  DOI：10.1016/s0040-4020(97)00635-2

  日期：1997.7

  The new chiron (S)-6-phenylthio-2-hexanol (3) was prepared in high enantiomeric excess by baker's yeast reduction of the corresponding ketone. Enantioenriched alcohols 1, 2 and 3, prepared previously by a similar procedure, or their racemic counterparts, were transformed into ring closed compounds 5-methyl-2-(phenylthio)tetrahydrofuran (9), 6-methyl-2-(phenylthio)tetrahydropyran (10), 2-methyl-1-phenylsulfonyl cyclopropane (14), cyclobutane (15), cyclopentane (16), and a bee pheromone, (2S,6R,8S)-2,8-dimethyl-1,7-dioxaspiro[5.5]undecane (20). (C) 1997 Elsevier Science Ltd.
• Bridgehead reactivity, nucleophilic and radical additions, and lithium aluminum hydride reduction of 1-(arylsulfonyl)bicyclobutanes: general access to substituted, functionalized cyclobutanes. Syntheses of (.+-.)-citrilol acetate, (.+-.)-junionone, and the tricyclo[3.3.0.01,4]octane and tricyclo[4.3.0.01,7]nonane ring systems
  作者：Yehiel Gaoni、Alenka Tomazic

  DOI：10.1021/jo00216a028

  日期：1985.8