diethyl (4R,5R)-4-hydroxy-5-(toluene-4-sulfonyloxy)-octa-2(E),6(E)-dienedioate | 444340-64-1

• 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: diethyl (4R,5R)-4-hydroxy-5-(toluene-4-sulfonyloxy)-octa-2(E),6(E)-dienedioate
• 英文别名: diethyl (2E,4R,5R,6E)-4-hydroxy-5-(4-methylphenyl)sulfonyloxyocta-2,6-dienedioate
• CAS: 444340-64-1
• 化学式: C₁₉H₂₄O₈S
• 分子量: 412.461
• InChiKey: NUFQPAYKDLQSOB-INYWQRSASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  28
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  125
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  diethyl (4R,5R)-4-hydroxy-5-(toluene-4-sulfonyloxy)-octa-2(E),6(E)-dienedioate 在 迭氮酸 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 苯 为溶剂， 以48%的产率得到diethyl (4S,5R)-4-azido-5-(toluene-4-sulfonyloxy)-octa-2(E),6(E)-dienedioate
  参考文献：
  名称：

  An expedient stereoselective synthesis of polysubstituted piperidin-2-ones

  摘要：

  A versatile approach to the synthesis of various chiral substituted azido compounds is described. The utility and flexibility of this methodology has been demonstrated by the stereoselective synthesis of optically active polysubstituted piperidin-2-ones which are promising precursors for the synthesis of several indolizidine and piperidine alkaloids. (C) 2002 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(02)00015-7
• 作为产物：
  描述：

  Diethyl (4R,5R)-4-(tert-butyldimethylsilanyloxy)-5-(toluene-4-sulfonyloxy)-octa-2(E),6(E)-dienedioate 在 氢氟酸 作用下， 以 水 、 乙腈 为溶剂， 反应 40.0h， 以72%的产率得到diethyl (4R,5R)-4-hydroxy-5-(toluene-4-sulfonyloxy)-octa-2(E),6(E)-dienedioate
  参考文献：
  名称：

  An expedient stereoselective synthesis of polysubstituted piperidin-2-ones

  摘要：

  A versatile approach to the synthesis of various chiral substituted azido compounds is described. The utility and flexibility of this methodology has been demonstrated by the stereoselective synthesis of optically active polysubstituted piperidin-2-ones which are promising precursors for the synthesis of several indolizidine and piperidine alkaloids. (C) 2002 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(02)00015-7

文献信息

• An expedient stereoselective synthesis of polysubstituted piperidin-2-ones
  作者：M.Teresa Barros、M.Adilia Januário-Charmier、Christopher D Maycock、Thierry Michaud

  DOI：10.1016/s0040-4020(02)00015-7

  日期：2002.2

  A versatile approach to the synthesis of various chiral substituted azido compounds is described. The utility and flexibility of this methodology has been demonstrated by the stereoselective synthesis of optically active polysubstituted piperidin-2-ones which are promising precursors for the synthesis of several indolizidine and piperidine alkaloids. (C) 2002 Published by Elsevier Science Ltd.