tert-butyl (2S,3S,4R,5R)-2-[tert-butyl(dimethyl)silyl]oxy-6-hydroxy-3,4,5-tris(phenylmethoxy)piperidine-1-carboxylate | 851220-64-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: tert-butyl (2S,3S,4R,5R)-2-[tert-butyl(dimethyl)silyl]oxy-6-hydroxy-3,4,5-tris(phenylmethoxy)piperidine-1-carboxylate
• CAS: 851220-64-9
• 化学式: C₃₇H₅₁NO₇Si
• 分子量: 649.9
• InChiKey: HSCDVRHZLGNRFY-VLBLMPRBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.66
• 重原子数：
  46
• 可旋转键数：
  14
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.49
• 拓扑面积：
  86.7
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  tert-butyl (2S,3S,4R,5R)-2-[tert-butyl(dimethyl)silyl]oxy-6-hydroxy-3,4,5-tris(phenylmethoxy)piperidine-1-carboxylate 在 三氟甲磺酸三甲基硅酯 作用下， 以 四氢呋喃 为溶剂， 以43%的产率得到(1S,3R,4R,5S,6S,7S,9R,10R,11S,12S)-4,5,6,10,11,12-Hexakis-benzyloxy-2,8-dioxa-13,14-diaza-tricyclo[7.3.1.1^3,7]tetradecane-13,14-dicarboxylic acid di-tert-butyl ester
  参考文献：
  名称：

  Synthesis of N-protected azaoligosaccharides and their cyclic derivatives

  摘要：

  Azaoligosaccharides are prepared through the glycosylation of nojirimycin derivatives with catalytic amounts of TMSOTf. Also, the 1-6', V-6-cyclic azadisaccharides are successfully synthesized, and their one-pot syntheses are demonstrated. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.02.057
• 作为产物：
  描述：

  (3R,4S,5S)-6-hydroxy-3,4,5-tris(phenylmethoxy)piperidin-2-one 在 咪唑 、 4-二甲氨基吡啶 、 sodium tetrahydroborate 作用下， 以 甲醇 、 乙腈 为溶剂， 生成 tert-butyl (2S,3S,4R,5R)-2-[tert-butyl(dimethyl)silyl]oxy-6-hydroxy-3,4,5-tris(phenylmethoxy)piperidine-1-carboxylate
  参考文献：
  名称：

  Synthesis of N-protected azaoligosaccharides and their cyclic derivatives

  摘要：

  Azaoligosaccharides are prepared through the glycosylation of nojirimycin derivatives with catalytic amounts of TMSOTf. Also, the 1-6', V-6-cyclic azadisaccharides are successfully synthesized, and their one-pot syntheses are demonstrated. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.02.057