[(4S)-2-phenyl-1,3-dioxan-4-yl]methanol 4-methoxybenzoate | 1173283-71-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: [(4S)-2-phenyl-1,3-dioxan-4-yl]methanol 4-methoxybenzoate
• 英文别名: [(4S)-2-phenyl-1,3-dioxan-4-yl]methyl 4-methoxybenzoate
• CAS: 1173283-71-0
• 化学式: C₁₉H₂₀O₅
• 分子量: 328.365
• InChiKey: QBQADYZWPVVGDU-KKFHFHRHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  [(4S)-2-phenyl-1,3-dioxan-4-yl]methanol 4-methoxybenzoate 、 2-二乙氨基乙硫醇盐酸盐 在 sodium t-butanolate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.33h， 以60%的产率得到[(4S)-2-phenyl-1,3-dioxan-4-yl]methanol 4-hydroxybenzoate
  参考文献：
  名称：

  The total synthesis of (S)-2,4-dihydroxy-1-butyl (4-hydroxyl) benzoate

  摘要：

  This study is the first synthesis of (S)-2,4-dihydroxy-1-butyl (4-hydroxy) benzoate, a newly discovered natural product with anti-tumor properties from the fungus, Penicillium auratiogriseum. The key steps are a 1,3 diol protection followed by the coupling of p-anisic acid to the protected alcohol and subsequent de-protection steps. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.04.016
• 作为产物：
  描述：

  2,4-O-benzylidene-(S)-1,2,4-butanetriol 、 大茴香酸 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 24.0h， 以68%的产率得到[(4S)-2-phenyl-1,3-dioxan-4-yl]methanol 4-methoxybenzoate
  参考文献：
  名称：

  The total synthesis of (S)-2,4-dihydroxy-1-butyl (4-hydroxyl) benzoate

  摘要：

  This study is the first synthesis of (S)-2,4-dihydroxy-1-butyl (4-hydroxy) benzoate, a newly discovered natural product with anti-tumor properties from the fungus, Penicillium auratiogriseum. The key steps are a 1,3 diol protection followed by the coupling of p-anisic acid to the protected alcohol and subsequent de-protection steps. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.04.016

文献信息

• The total synthesis of (S)-2,4-dihydroxy-1-butyl (4-hydroxyl) benzoate
  作者：Joel Seagren、Atanas Radkov、Samuel David

  DOI：10.1016/j.tetlet.2009.04.016

  日期：2009.7

  This study is the first synthesis of (S)-2,4-dihydroxy-1-butyl (4-hydroxy) benzoate, a newly discovered natural product with anti-tumor properties from the fungus, Penicillium auratiogriseum. The key steps are a 1,3 diol protection followed by the coupling of p-anisic acid to the protected alcohol and subsequent de-protection steps. (C) 2009 Elsevier Ltd. All rights reserved.