3,3-dimethylenedithio-5-(tetrahydropyranyl)oxypentanol | 136400-73-2

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫代缩醛
• 英文名称: 3,3-dimethylenedithio-5-(tetrahydropyranyl)oxypentanol
• 英文别名: 2-[2-[2-(Oxan-2-yloxy)ethyl]-1,3-dithiolan-2-yl]ethanol
• CAS: 136400-73-2
• 化学式: C₁₂H₂₂O₃S₂
• 分子量: 278.437
• InChiKey: TWWJFAZQJZMBBN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  89.3
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3,3-dimethylenedithio-5-(tetrahydropyranyl)oxypentanol 在 吡啶 、 chromium(VI) oxide 作用下， 以 二氯甲烷 为溶剂， 反应 15.0h， 以82%的产率得到3,3-dimethylenedithio-5-[(tetrahydro-2H-pyran-2-yl)oxy]pentanal
  参考文献：
  名称：

  Synthesis of 3,3-Dimethylenedithio-5-oxyaldehydes

  摘要：

  The syntheses of 3,3-dimethylenedithioaldehydes carring a CO2R, OTHP or OAc group at the omega-position in lineal five-carbon chains are reported. The dithiolane group makes these compounds substitutes of the corresponding unstable beta-ketoaldehydes as synthetic five-carbon building blocks.

  DOI：

  10.1080/00397919108021284
• 作为产物：
  描述：

  3,4-二氢-2H-吡喃 、 2,2-bis(2'-hydroxyethyl)-1,3-dithiolane 在 对甲苯磺酸 作用下， 以 四氢呋喃 为溶剂， 生成 3,3-dimethylenedithio-5-(tetrahydropyranyl)oxypentanol
  参考文献：
  名称：

  Design, Synthesis, and Melatoninergic Activity of New Azido- and Isothiocyanato-Substituted Indoles

  摘要：

  To develop irreversibly binding ligands for the melatonin receptor(s) as tools for tracing the primary melatonin binding site, we report on the design and synthesis of new melatoninergic azido- and isothiocyanato-substituted indoles. All active compounds were partial agonists or antagonists in the Xenopus melanophore assay, the most potent being the 5-OMe C3-substituted azido 45 and isothiocyanato 46 analogues.

  DOI：

  10.1021/jm7010723

文献信息

• Synthesis of 3,3-Dimethylenedithio-5-oxyaldehydes
  作者：L. G. Zepeda、H. Cervantes、M. S. Morales-Ríos、P. Joseph-Nathan

  DOI：10.1080/00397919108021284

  日期：1991.6

  The syntheses of 3,3-dimethylenedithioaldehydes carring a CO2R, OTHP or OAc group at the omega-position in lineal five-carbon chains are reported. The dithiolane group makes these compounds substitutes of the corresponding unstable beta-ketoaldehydes as synthetic five-carbon building blocks.
• Design, Synthesis, and Melatoninergic Activity of New Azido- and Isothiocyanato-Substituted Indoles
  作者：Andrew Tsotinis、Pandelis A. Afroudakis、Kathryn Davidson、Anjali Prashar、David Sugden

  DOI：10.1021/jm7010723

  日期：2007.12.13

  To develop irreversibly binding ligands for the melatonin receptor(s) as tools for tracing the primary melatonin binding site, we report on the design and synthesis of new melatoninergic azido- and isothiocyanato-substituted indoles. All active compounds were partial agonists or antagonists in the Xenopus melanophore assay, the most potent being the 5-OMe C3-substituted azido 45 and isothiocyanato 46 analogues.