{(4S,5S)-4-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxymethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-methanol | 190896-66-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: {(4S,5S)-4-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxymethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-methanol
• CAS: 190896-66-3
• 化学式: C₁₇H₃₆O₄Si
• 分子量: 332.556
• InChiKey: OIRNLDJNRDLJNE-YOEHRIQHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.79
• 重原子数：
  22.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  47.92
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  {(4S,5S)-4-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxymethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-methanol 在 草酰氯 、 二甲基亚砜 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以64%的产率得到
  参考文献：
  名称：

  Methylation-ring opening of 3,3-disubstituted 2,3-epoxy alcohols. Synthesis of chiral quaternary fragments for assembly of briaran diterpenes

  摘要：

  Two chiral quaternary carbon-containing fragments suitable for elaboration to the briaran diterpenes were obtained by regioselective methylation of functionalized 3,3-disubstituted 2,3-epoxy-1-ols. The factors which favor methylation at the more hindered position of a trisubstituted 2.3-epoxy alcohol were determined. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00453-5
• 作为产物：
  描述：

  在 lithium 作用下， 以 四氢呋喃 、 氨 为溶剂， 以0.60 g的产率得到{(4S,5S)-4-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxymethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-methanol
  参考文献：
  名称：

  Methylation-ring opening of 3,3-disubstituted 2,3-epoxy alcohols. Synthesis of chiral quaternary fragments for assembly of briaran diterpenes

  摘要：

  Two chiral quaternary carbon-containing fragments suitable for elaboration to the briaran diterpenes were obtained by regioselective methylation of functionalized 3,3-disubstituted 2,3-epoxy-1-ols. The factors which favor methylation at the more hindered position of a trisubstituted 2.3-epoxy alcohol were determined. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00453-5