tert-butyl (2R,3R,4S,5R)-2-[[(2R,3R,4S,5R,6R)-6-[(4-methoxyphenyl)methoxymethyl]-1-[(2-methylpropan-2-yl)oxycarbonyl]-3,4,5-tris(phenylmethoxy)piperidin-2-yl]oxymethyl]-6-oxo-3,4,5-tris(phenylmethoxy)piperidine-1-carboxylate | 851220-47-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: tert-butyl (2R,3R,4S,5R)-2-[[(2R,3R,4S,5R,6R)-6-[(4-methoxyphenyl)methoxymethyl]-1-[(2-methylpropan-2-yl)oxycarbonyl]-3,4,5-tris(phenylmethoxy)piperidin-2-yl]oxymethyl]-6-oxo-3,4,5-tris(phenylmethoxy)piperidine-1-carboxylate
• CAS: 851220-47-8
• 化学式: C₇₂H₈₂N₂O₁₄
• 分子量: 1199.45
• InChiKey: YJUIEWXFZOKYJM-JAGOIAOSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.3
• 重原子数：
  88
• 可旋转键数：
  30
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  159
• 氢给体数：
  0
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  tert-butyl (2R,3R,4S,5R)-2-[[(2R,3R,4S,5R,6R)-6-[(4-methoxyphenyl)methoxymethyl]-1-[(2-methylpropan-2-yl)oxycarbonyl]-3,4,5-tris(phenylmethoxy)piperidin-2-yl]oxymethyl]-6-oxo-3,4,5-tris(phenylmethoxy)piperidine-1-carboxylate 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 以100%的产率得到tert-butyl (2R,3R,4S,5R,6R)-2-[[(2R,3R,4S,5R)-6-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]-3,4,5-tris(phenylmethoxy)piperidin-2-yl]methoxy]-6-[(4-methoxyphenyl)methoxymethyl]-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：

  (3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-trimethylsilanyloxymethyl-piperidin-2-one 在 4-二甲氨基吡啶 、 三氟甲磺酸三甲基硅酯 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 生成 tert-butyl (2R,3R,4S,5R)-2-[[(2R,3R,4S,5R,6R)-6-[(4-methoxyphenyl)methoxymethyl]-1-[(2-methylpropan-2-yl)oxycarbonyl]-3,4,5-tris(phenylmethoxy)piperidin-2-yl]oxymethyl]-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