diethyl (4R,5R)-4-(tert-butyldimethylsilanyloxy)-5-(toluene-4-sulfonyloxy)-octanedioate | 444340-69-6

• 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-(tert-butyldimethylsilanyloxy)-5-(toluene-4-sulfonyloxy)-octanedioate
• 英文别名: diethyl (4R,5R)-4-[tert-butyl(dimethyl)silyl]oxy-5-(4-methylphenyl)sulfonyloxyoctanedioate
• CAS: 444340-69-6
• 化学式: C₂₅H₄₂O₈SSi
• 分子量: 530.755
• InChiKey: SMBZCBPJLPYJDS-FGZHOGPDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.15
• 重原子数：
  35
• 可旋转键数：
  17
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  114
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  diethyl (4R,5R)-4-(tert-butyldimethylsilanyloxy)-5-(toluene-4-sulfonyloxy)-octanedioate 在 palladium on activated charcoal sodium azide 、 氢气 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 80.0 ℃ 、344.74 kPa 条件下， 反应 8.5h， 生成 (4R,5S)-4-Amino-5-(tert-butyl-dimethyl-silanyloxy)-octanedioic acid diethyl ester
  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：

  (2E,6E)-(4R,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-hydroxy-octa-2,6-dienedioic acid diethyl ester 在 palladium on activated charcoal 吡啶 、 氢气 作用下， 以 二氯甲烷 为溶剂， 20.0 ℃ 、68.95 kPa 条件下， 反应 2.5h， 生成 diethyl (4R,5R)-4-(tert-butyldimethylsilanyloxy)-5-(toluene-4-sulfonyloxy)-octanedioate
  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.