(2R,3R,4R,5R)-3,4,5-Tris-benzyloxy-2-((R)-1,3-dihydroxy-propyl)-piperidine-1-carboxylic acid benzyl ester | 145098-63-1

• 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: (2R,3R,4R,5R)-3,4,5-Tris-benzyloxy-2-((R)-1,3-dihydroxy-propyl)-piperidine-1-carboxylic acid benzyl ester
• CAS: 145098-63-1
• 化学式: C₃₇H₄₁NO₇
• 分子量: 611.735
• InChiKey: VGOVNEAPIWMVKM-JZPVOVDPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.51
• 重原子数：
  45.0
• 可旋转键数：
  14.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  97.69
• 氢给体数：
  2.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  (2R,3R,4R,5R)-3,4,5-Tris-benzyloxy-2-((R)-1,3-dihydroxy-propyl)-piperidine-1-carboxylic acid benzyl ester 生成 (1R,6R,7R,8R,8aR)-octahydroindolizine-1,6,7,8-tetraol
  参考文献：
  名称：

  An asymmetric synthesis of D-1,6-Diepicastanospermine

  摘要：

  D-1,6-Diepicastanospemine has been prepared via reaction of an allylstannane with the arabinose derivative 1a. This reaction was almost 100 % stereoselective, but the corresponding allylations of aldehydes 1b - d gave mixtures of isomers. Variable stereodifferentiation in these reactions can be attributed to the influence of the distal (gamma) chiral center.

  DOI：

  10.1016/s0040-4039(00)60010-2
• 作为产物：
  描述：

  在 硼烷四氢呋喃络合物 、 双氧水 、 碳酸氢钠 作用下， 生成 (2R,3R,4R,5R)-3,4,5-Tris-benzyloxy-2-((R)-1,3-dihydroxy-propyl)-piperidine-1-carboxylic acid benzyl ester
  参考文献：
  名称：

  An asymmetric synthesis of D-1,6-Diepicastanospermine

  摘要：

  D-1,6-Diepicastanospemine has been prepared via reaction of an allylstannane with the arabinose derivative 1a. This reaction was almost 100 % stereoselective, but the corresponding allylations of aldehydes 1b - d gave mixtures of isomers. Variable stereodifferentiation in these reactions can be attributed to the influence of the distal (gamma) chiral center.

  DOI：

  10.1016/s0040-4039(00)60010-2