methyl 2-(hydroxy((4R,5S)-5-((S)-1-(methoxymethoxy)allyl)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl)acrylate | 1353239-94-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羟基酸及其衍生物
• 英文名称: methyl 2-(hydroxy((4R,5S)-5-((S)-1-(methoxymethoxy)allyl)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl)acrylate
• 英文别名: methyl 2-[hydroxy-[(4R,5S)-5-[(1S)-1-(methoxymethoxy)prop-2-enyl]-2,2-dimethyl-1,3-dioxolan-4-yl]methyl]prop-2-enoate
• CAS: 1353239-94-7
• 化学式: C₁₅H₂₄O₇
• 分子量: 316.351
• InChiKey: MRGVUEITOLCUOV-WODVXLOZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  22
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  83.4
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  methyl 2-(hydroxy((4R,5S)-5-((S)-1-(methoxymethoxy)allyl)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl)acrylate 在 甲醇 、 Hoveyda-Grubbs catalyst second generation 、 二甲基硫 、 三氟乙酸 、 silver(l) oxide 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 57.0h， 生成 甲基(3S,4S,5S,6S)-3,4,5-三羟基-6-甲氧基-1-环己烯-1-羧酸酯
  参考文献：
  名称：

  Total synthesis of (+)-pericosine B and (+)-pericosine C and their enantiomers by using the Baylis–Hillman reaction and ring-closing metathesis as key steps

  摘要：

  A simple and divergent route for the total synthesis of pericosine B and pericosine C and their enantiomers from D-ribose by using the Baylis-Hillman reaction and ring-closing metathesis reactions as key steps has been described. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.10.135
• 作为产物：
  描述：

  ((4R,5S)-5-((S)-1-(methoxymethoxy)allyl)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl pivalate 在 吡啶 、 三乙烯二胺 、 chromium(VI) oxide 、 甲醇 、 sodium methylate 、 乙酸酐 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 48.42h， 生成 methyl 2-(hydroxy((4R,5S)-5-((S)-1-(methoxymethoxy)allyl)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl)acrylate
  参考文献：
  名称：

  Total synthesis of (+)-pericosine B and (+)-pericosine C and their enantiomers by using the Baylis–Hillman reaction and ring-closing metathesis as key steps

  摘要：

  A simple and divergent route for the total synthesis of pericosine B and pericosine C and their enantiomers from D-ribose by using the Baylis-Hillman reaction and ring-closing metathesis reactions as key steps has been described. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.10.135

文献信息

• Total synthesis of (+)-pericosine B and (+)-pericosine C and their enantiomers by using the Baylis–Hillman reaction and ring-closing metathesis as key steps
  作者：Y. Suman Reddy、P. Kadigachalam、Ranjan K. Basak、A.P. John Pal、Yashwant D. Vankar

  DOI：10.1016/j.tetlet.2011.10.135

  日期：2012.1

  A simple and divergent route for the total synthesis of pericosine B and pericosine C and their enantiomers from D-ribose by using the Baylis-Hillman reaction and ring-closing metathesis reactions as key steps has been described. (C) 2011 Elsevier Ltd. All rights reserved.