4-(2-Methyl-1,3-dioxolan-2-yl)-3-phenylmethoxy-6-tri(propan-2-yl)silylcyclohexa-3,5-diene-1,2-dione | 1046799-73-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-(2-Methyl-1,3-dioxolan-2-yl)-3-phenylmethoxy-6-tri(propan-2-yl)silylcyclohexa-3,5-diene-1,2-dione
• 英文别名: 4-(2-methyl-1,3-dioxolan-2-yl)-3-phenylmethoxy-6-tri(propan-2-yl)silylcyclohexa-3,5-diene-1,2-dione
• CAS: 1046799-73-8
• 化学式: C₂₆H₃₆O₅Si
• 分子量: 456.654
• InChiKey: NMCBMZKWAIUHHU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.52
• 重原子数：
  32
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-(2-Methyl-1,3-dioxolan-2-yl)-5-phenylmethoxy-2-tri(propan-2-yl)silylphenol 在 二甲基亚砜 、 2-碘酰基苯甲酸 作用下， 反应 3.0h， 以52%的产率得到4-(2-Methyl-1,3-dioxolan-2-yl)-3-phenylmethoxy-6-tri(propan-2-yl)silylcyclohexa-3,5-diene-1,2-dione
  参考文献：
  名称：

  Total synthesis of cleomiscosin C via a regioselective cycloaddition reaction of o-quinone

  摘要：

  We have achieved total synthesis of cleomiscosin C (aquillochin) through regioselective cycloaddition of o-quinone and protected sinapyl alcohol as a key step. During preparation of o-quinone from phenol by IBX oxidation, silyl substituents adjacent to the phenolic hydroxyl group afforded effective inhibition of an undesired oxidative elimination. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.05.051

文献信息

• Total synthesis of cleomiscosin C via a regioselective cycloaddition reaction of o-quinone
  作者：Atsuhito Kuboki、Chie Maeda、Tetsuya Arishige、Kohei Kuyama、Mami Hamabata、Susumu Ohira

  DOI：10.1016/j.tetlet.2008.05.051

  日期：2008.7

  We have achieved total synthesis of cleomiscosin C (aquillochin) through regioselective cycloaddition of o-quinone and protected sinapyl alcohol as a key step. During preparation of o-quinone from phenol by IBX oxidation, silyl substituents adjacent to the phenolic hydroxyl group afforded effective inhibition of an undesired oxidative elimination. (c) 2008 Elsevier Ltd. All rights reserved.