methyl (2S,3S,4S,5R)-2-[tert-butyl(dimethyl)silyl]oxy-6-oxo-3,4,5-tris(phenylmethoxy)piperidine-1-carboxylate | 851220-63-8

• 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: methyl (2S,3S,4S,5R)-2-[tert-butyl(dimethyl)silyl]oxy-6-oxo-3,4,5-tris(phenylmethoxy)piperidine-1-carboxylate
• CAS: 851220-63-8
• 化学式: C₃₄H₄₃NO₇Si
• 分子量: 605.803
• InChiKey: YHUBNXNLTYBSJV-ILARKSLGSA-N

物化性质

• 沸点：
  667.1±55.0 °C(Predicted)
• 密度：
  1.16±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  43
• 可旋转键数：
  13
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  83.5
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  methyl (2S,3S,4S,5R)-2-[tert-butyl(dimethyl)silyl]oxy-6-oxo-3,4,5-tris(phenylmethoxy)piperidine-1-carboxylate 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 以82%的产率得到methyl (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
• 作为产物：
  描述：

  (2R,3S,4R,5R)-5,6-dihydroxy-2,3,4-tris(phenylmethoxy)hexanamide 在 咪唑 、 sodium periodate 、 正丁基锂 、 silica gel 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 为溶剂， 生成 methyl (2S,3S,4S,5R)-2-[tert-butyl(dimethyl)silyl]oxy-6-oxo-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