(4R)-(Z)-1-(2',2'-dimethyl-[1',3']dioxolan-4'-yl)-pent-3-en-2-one | 474746-04-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (4R)-(Z)-1-(2',2'-dimethyl-[1',3']dioxolan-4'-yl)-pent-3-en-2-one
• CAS: 474746-04-8
• 化学式: C₁₀H₁₆O₃
• 分子量: 184.235
• InChiKey: IXJDDNNFTHALPW-XRVBUDJMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.67
• 重原子数：
  13.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  35.53
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (4R)-(Z)-1-(2',2'-dimethyl-[1',3']dioxolan-4'-yl)-pent-3-en-2-one 在 zinc(II) tetrahydroborate 作用下， 以 乙醚 、 甲苯 为溶剂， 反应 5.0h， 以58 mg的产率得到(4'R)-(Z)-1-(2',2'-dimethyl-[1',3']dioxolan-4'-yl)-pent-3-en-2-ol
  参考文献：
  名称：

  Diastereoselective Synthesis of the C(17)−C(28) Fragment (The C−D Spiroketal Unit) of Spongistatin 1 (Altohyrtin A) via a Kinetically Controlled Iodo-Spiroketalization Reaction

  摘要：

  [GRAPHIC]A convergent and stereocontrolled synthesis of spiroketal 15 corresponding to the C-D fragment of spongistatin 1 has been accomplished by a sequence utilizing a kinetically controlled intramolecular iodo-spiroketalization of glycal 2, which in turn was synthesized via a ring-closing metathesis reaction.

  DOI：

  10.1021/ol0266875
• 作为产物：
  描述：

  (R)-ethyl 2-(2,2-dimethyl-1,3-dioxolan-4-yl)acetate 在 异丙基氯化镁 作用下， 以 四氢呋喃 为溶剂， 反应 1.58h， 生成 (4R)-(Z)-1-(2',2'-dimethyl-[1',3']dioxolan-4'-yl)-pent-3-en-2-one
  参考文献：
  名称：

  Diastereoselective Synthesis of the C(17)−C(28) Fragment (The C−D Spiroketal Unit) of Spongistatin 1 (Altohyrtin A) via a Kinetically Controlled Iodo-Spiroketalization Reaction

  摘要：

  [GRAPHIC]A convergent and stereocontrolled synthesis of spiroketal 15 corresponding to the C-D fragment of spongistatin 1 has been accomplished by a sequence utilizing a kinetically controlled intramolecular iodo-spiroketalization of glycal 2, which in turn was synthesized via a ring-closing metathesis reaction.

  DOI：

  10.1021/ol0266875