(cis-5-Methyl-2-phenyl-1,3-dioxan-5-yl)methanol | 63603-82-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二恶烷
• 英文名称: (cis-5-Methyl-2-phenyl-1,3-dioxan-5-yl)methanol
• 英文别名: (1-methyl-4-phenyl-3,5-dioxan-1-yl)methanol；5-methyl-2-phenyl-1,3-dioxan-5-ol；5-Methyl-c-2-phenyl-1,3-dioxan-r-5-yl-methanol
• CAS: 63603-82-7
• 化学式: C₁₂H₁₆O₃
• 分子量: 208.257
• InChiKey: PIUHBEUEYDRWGW-TXEJJXNPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.73
• 重原子数：
  15.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  38.69
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (cis-5-Methyl-2-phenyl-1,3-dioxan-5-yl)methanol 在 2-碘酰基苯甲酸 作用下， 以 乙酸乙酯 为溶剂， 反应 4.0h， 生成 2-phenyl-5-methyl-1,3-dioxane-5-carbaldehyde
  参考文献：
  名称：

  Selective Transformations of Carbonyl Functions in the Presence of α,β-Unsaturated Ketones: Concise Asymmetric Total Synthesis of Decytospolides A and B

  摘要：

  Enones selectively react with a combination of PPh3 and TMSOTf to produce phosphonium silyl enol ethers, which work as protective groups of enones during the reduction of other carbonyl functions and can be easily deprotected to regenerate parent enones at workup. Furthermore, the first ketone selective alkylations in the presence of enones were also accomplished. This in situ protection method was applied to concise asymmetric total syntheses of decytospolides A and B.

  DOI：

  10.1021/ol501463p
• 作为产物：
  描述：

  1,1,1-三(羟甲基)乙烷 、 苯甲醛二甲缩醛 在 对甲苯磺酸 作用下， 以 氯仿 为溶剂， 反应 5.0h， 生成 1,3-Dioxane-5-methanol, 5-methyl-2-phenyl-, trans- 、 (cis-5-Methyl-2-phenyl-1,3-dioxan-5-yl)methanol
  参考文献：
  名称：

  Synthesis of a pH-independent bifurcated amphiphile

  摘要：

  An efficient synthetic method for preparing bifurcated amphiphiles has been developed such that the functionality for attachment is located at the interface between the lipophilic and hydrophilic side chains. Attachment of the amphiphile to the repeat units of polymeric substrates enables the rapid preparation of amphiphilic homopolymers. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.01.132

文献信息

• Full and partial differentiation of tris-1,1,1-(hydroxymethyl)ethane via direct and indirect methodology
  作者：Philip Clarke、Martin J Jeffery、A.James Boydell、Sally Whiting、Bruno Linclau

  DOI：10.1016/j.tet.2004.02.056

  日期：2004.4

  Tris-1,1,1-(hydroxymethyl)ethane 1 was converted to a series of mono- and disubstituted derivatives. An indirect protocol for the differentiation of the alcohol groups was employed for the synthesis of partially and fully differentiated 1 containing a protected aldehyde unit. Complete differentiation of the alcohol groups was also achieved using a direct strategy (two steps from 1). The first synthesis of 1,3-dialclehydes derived from 1 is reported in two steps. (C) 2004 Elsevier Ltd. All rights reserved.