(S)-2-Methylene-1-((3aS,3bR,7aS,8aS)-2,2,5,5-tetramethyl-tetrahydro-[1,3]dioxolo[4,5]furo[3,2-d][1,3]dioxin-8a-yl)-propane-1,3-diol | 867266-43-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (S)-2-Methylene-1-((3aS,3bR,7aS,8aS)-2,2,5,5-tetramethyl-tetrahydro-[1,3]dioxolo[4,5]furo[3,2-d][1,3]dioxin-8a-yl)-propane-1,3-diol
• CAS: 867266-43-1
• 化学式: C₁₅H₂₄O₇
• 分子量: 316.351
• InChiKey: YVPRKQYXNDMXRT-ONQKKCPMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.29
• 重原子数：
  22.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  86.61
• 氢给体数：
  2.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  (S)-2-Methylene-1-((3aS,3bR,7aS,8aS)-2,2,5,5-tetramethyl-tetrahydro-[1,3]dioxolo[4,5]furo[3,2-d][1,3]dioxin-8a-yl)-propane-1,3-diol 、 2,2-二甲氧基丙烷 在 对甲苯磺酸 作用下， 反应 6.0h， 以46%的产率得到(3aS,3bR,7aS,8aS)-8a-((S)-2,2-Dimethyl-5-methylene-[1,3]dioxan-4-yl)-2,2,5,5-tetramethyl-tetrahydro-[1,3]dioxolo[4,5]furo[3,2-d][1,3]dioxine
  参考文献：
  名称：

  Steric determinants in diastereocontrol during Baylis–Hillman reaction of sugar-derived aldehydes

  摘要：

  Diastereoselective Baylis-Hillman reaction using different sugar-derived aldehydes with various activated olefins afforded chiral multifunctional adducts in good yields. Steric factors that dictate and determine the diastereoselection will be discussed. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2005.06.026
• 作为产物：
  描述：

  2-[(S)-Hydroxy-((3aS,3bR,7aS,8aS)-2,2,5,5-tetramethyl-tetrahydro-[1,3]dioxolo[4,5]furo[3,2-d][1,3]dioxin-8a-yl)-methyl]-acrylic acid ethyl ester 在 lithium aluminium tetrahydride 、 三氯化铝 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以32%的产率得到(S)-2-Methylene-1-((3aS,3bR,7aS,8aS)-2,2,5,5-tetramethyl-tetrahydro-[1,3]dioxolo[4,5]furo[3,2-d][1,3]dioxin-8a-yl)-propane-1,3-diol
  参考文献：
  名称：

  Steric determinants in diastereocontrol during Baylis–Hillman reaction of sugar-derived aldehydes

  摘要：

  Diastereoselective Baylis-Hillman reaction using different sugar-derived aldehydes with various activated olefins afforded chiral multifunctional adducts in good yields. Steric factors that dictate and determine the diastereoselection will be discussed. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2005.06.026