Trimethyl-(1-methyl-4-phenylsulfanyl-butoxy)-silane | 193539-53-6

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: Trimethyl-(1-methyl-4-phenylsulfanyl-butoxy)-silane
• 英文别名: trimethyl(5-phenylsulfanylpentan-2-yloxy)silane
• CAS: 193539-53-6
• 化学式: C₁₄H₂₄OSSi
• 分子量: 268.495
• InChiKey: YEGCOOYSXJWCQC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  17.0
• 可旋转键数：
  7.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  9.23
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  Trimethyl-(1-methyl-4-phenylsulfanyl-butoxy)-silane 在 N-氯代丁二酰亚胺 、 四丁基氟化铵 作用下， 以 四氢呋喃 、 四氯化碳 为溶剂， 反应 5.0h， 生成 2-methyl-5-(phenylthio)tetrahydrofuran
  参考文献：
  名称：

  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

  摘要：

  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.

  DOI：

  10.1016/s0040-4020(97)00635-2
• 作为产物：
  描述：

  三甲基氯硅烷 、 5-(phenylthio)pentan-2-ol 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以95%的产率得到Trimethyl-(1-methyl-4-phenylsulfanyl-butoxy)-silane
  参考文献：
  名称：

  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

  摘要：

  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.

  DOI：

  10.1016/s0040-4020(97)00635-2

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.