2-[6-(2-benzyloxy-3-[1,3]dithian-2-yl-methyl-butyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-ethanol | 335119-82-9

• 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: 2-[6-(2-benzyloxy-3-[1,3]dithian-2-yl-methyl-butyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-ethanol
• CAS: 335119-82-9
• 化学式: C₂₄H₃₈O₄S₂
• 分子量: 454.695
• InChiKey: UMWUDSHRBBBNKV-HBMCJLEFSA-N

物化性质

• 沸点：
  561.5±45.0 °C(predicted)
• 密度：
  1.108±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.48
• 重原子数：
  30.0
• 可旋转键数：
  9.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  47.92
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  2-[6-(2-benzyloxy-3-[1,3]dithian-2-yl-methyl-butyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-ethanol 在 LiDBB 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 以98%的产率得到3-[1,3]dithian-2-yl-1-[6-(2-hydroxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-3-methyl-butan-2-ol
  参考文献：
  名称：

  Asymmetric Synthesis of the Northern Half C1−C16 of the Bryostatins

  摘要：

  [GRAPHICS]Starting from 8-oxabicyclo[3.2.1]oct-6-en-3-one and racemic 2,2-dimethyl-8-oxabicyclo[3.2.1]oct-6-en-3-one the C1-C16 segment of the bryostatins has been synthesized in 30 steps and 9% overall yield (17 steps longest linear sequence), Fragment coupling by dithiane strategy and protecting group manipulations provided an advanced chemodifferentiated northern half segment.

  DOI：

  10.1021/ol015551o
• 作为产物：
  描述：

  [6-(2-benzyloxy-3-[1,3]dithian-2-yl-3-methyl-butyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-acetic acid tert-butyl ester 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以99%的产率得到2-[6-(2-benzyloxy-3-[1,3]dithian-2-yl-methyl-butyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-ethanol
  参考文献：
  名称：

  Asymmetric Synthesis of the Northern Half C1−C16 of the Bryostatins

  摘要：

  [GRAPHICS]Starting from 8-oxabicyclo[3.2.1]oct-6-en-3-one and racemic 2,2-dimethyl-8-oxabicyclo[3.2.1]oct-6-en-3-one the C1-C16 segment of the bryostatins has been synthesized in 30 steps and 9% overall yield (17 steps longest linear sequence), Fragment coupling by dithiane strategy and protecting group manipulations provided an advanced chemodifferentiated northern half segment.

  DOI：

  10.1021/ol015551o