(S)-4-((E)-3-[1,3]Dithian-2-yl-propenyl)-2,2-dimethyl-[1,3]dioxolane | 585535-08-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (S)-4-((E)-3-[1,3]Dithian-2-yl-propenyl)-2,2-dimethyl-[1,3]dioxolane
• 英文别名: (4S)-4-[(E)-3-(1,3-dithian-2-yl)prop-1-enyl]-2,2-dimethyl-1,3-dioxolane
• CAS: 585535-08-6
• 化学式: C₁₂H₂₀O₂S₂
• 分子量: 260.422
• InChiKey: CPXATXWDSVGVAK-GFAPAMAISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  69.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (S)-4-((E)-3-[1,3]Dithian-2-yl-propenyl)-2,2-dimethyl-[1,3]dioxolane 在 Wilkinson's catalyst 氢气 作用下， 以 二氯甲烷 为溶剂， 以85%的产率得到(4S)-4-[3-(1,3-dithian-2-yl)propyl]-2,2-dimethyl-1,3-dioxolane
  参考文献：
  名称：

  (+)-Rimocidin Synthetic Studies. Construction of an Advanced C(1−18) Polyol Fragment

  摘要：

  The synthesis of an appropriately functionalized advanced C(1-18) polyol fragment of the mycosamine-glycosylated polyene macrolide, (+)-rimocidin (1), has been achieved in a highly efficient manner. Highlights of the strategy include the S(N)2/S(N)2' addition of dithiane anions to vinyl epoxides and the multicomponent linchpin union of 2-TBS-1,3-dithiane with two advanced epoxides.

  DOI：

  10.1021/ol034989g
• 作为产物：
  描述：

  ((2R,3R)-3-vinyloxiran-2-yl)methanol 在 咪唑 、 六甲基磷酰三胺 、 四丁基氟化铵 、 叔丁基锂 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 、 正戊烷 为溶剂， 反应 6.0h， 生成 (S)-4-((E)-3-[1,3]Dithian-2-yl-propenyl)-2,2-dimethyl-[1,3]dioxolane
  参考文献：
  名称：

  (+)-Rimocidin Synthetic Studies. Construction of an Advanced C(1−18) Polyol Fragment

  摘要：

  The synthesis of an appropriately functionalized advanced C(1-18) polyol fragment of the mycosamine-glycosylated polyene macrolide, (+)-rimocidin (1), has been achieved in a highly efficient manner. Highlights of the strategy include the S(N)2/S(N)2' addition of dithiane anions to vinyl epoxides and the multicomponent linchpin union of 2-TBS-1,3-dithiane with two advanced epoxides.

  DOI：

  10.1021/ol034989g

文献信息

• (+)-Rimocidin Synthetic Studies. Construction of an Advanced C(1−18) Polyol Fragment
  作者：Amos B. Smith、Suresh M. Pitram、Michael J. Fuertes

  DOI：10.1021/ol034989g

  日期：2003.7.1

  The synthesis of an appropriately functionalized advanced C(1-18) polyol fragment of the mycosamine-glycosylated polyene macrolide, (+)-rimocidin (1), has been achieved in a highly efficient manner. Highlights of the strategy include the S(N)2/S(N)2' addition of dithiane anions to vinyl epoxides and the multicomponent linchpin union of 2-TBS-1,3-dithiane with two advanced epoxides.