(3aR,4R,7S,7aS)-methyl 4-hydroxy-7-(methoxymethoxy)-2,2-di-methyl-3a,4,7,7a-tetrahydrobenzo[d][1,3]dioxole-5-carboxylate | 1353239-95-8

• 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: (3aR,4R,7S,7aS)-methyl 4-hydroxy-7-(methoxymethoxy)-2,2-di-methyl-3a,4,7,7a-tetrahydrobenzo[d][1,3]dioxole-5-carboxylate
• 英文别名: methyl (3aR,4R,7S,7aS)-4-hydroxy-7-(methoxymethoxy)-2,2-dimethyl-3a,4,7,7a-tetrahydro-1,3-benzodioxole-5-carboxylate
• CAS: 1353239-95-8
• 化学式: C₁₃H₂₀O₇
• 分子量: 288.298
• InChiKey: IJPWFNHPZHLDSU-ZRUFSTJUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.77
• 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：

  (3aR,4R,7S,7aS)-methyl 4-hydroxy-7-(methoxymethoxy)-2,2-di-methyl-3a,4,7,7a-tetrahydrobenzo[d][1,3]dioxole-5-carboxylate 在 甲醇 、 二甲基硫 、 三氟乙酸 、 silver(l) oxide 作用下， 以 四氢呋喃 为溶剂， 反应 27.0h， 生成 (+)-pericosine B
  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 、 Hoveyda-Grubbs catalyst second generation 、 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 78.42h， 生成 (3aR,4R,7S,7aS)-methyl 4-hydroxy-7-(methoxymethoxy)-2,2-di-methyl-3a,4,7,7a-tetrahydrobenzo[d][1,3]dioxole-5-carboxylate
  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.