[(2R,3S,4R,5R,6S)-5-azido-2-[[tert-butyl(diphenyl)silyl]oxymethyl]-6-(4-methylphenyl)sulfanyl-4-(naphthalen-2-ylmethoxy)oxan-3-yl] benzoate | 1053181-31-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [(2R,3S,4R,5R,6S)-5-azido-2-[[tert-butyl(diphenyl)silyl]oxymethyl]-6-(4-methylphenyl)sulfanyl-4-(naphthalen-2-ylmethoxy)oxan-3-yl] benzoate
• CAS: 1053181-31-9
• 化学式: C₄₇H₄₇N₃O₅SSi
• 分子量: 794.059
• InChiKey: BKOPUTMHUPKROD-ZCBKJCSOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.03
• 重原子数：
  57
• 可旋转键数：
  15
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  93.6
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  [(2R,3S,4R,5R,6S)-5-azido-2-[[tert-butyl(diphenyl)silyl]oxymethyl]-6-(4-methylphenyl)sulfanyl-4-(naphthalen-2-ylmethoxy)oxan-3-yl] benzoate 在 四丁基氟化铵 、 溶剂黄146 作用下， 以 四氢呋喃 为溶剂， 反应 18.0h， 以91%的产率得到
  参考文献：
  名称：

  Synthesis of a metabolite of an anti-angiogenic lead candidate based on a d-glucosamine motif

  摘要：

  A rapid synthetic access to ACL 21269 was established in 12 steps starting from thiogylcoside 9 utilizing synthons 8 and 6 to introduce the pharmacophores at positions 1 and 2. The functional groups decorating the glucosamine scaffold were introduced in a particular order and common protecting groups were employed to establish a robust synthetic process. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.06.009
• 作为产物：
  描述：

  (2R,3S,4R,5R,6S)-5-azido-2-[[tert-butyl(diphenyl)silyl]oxymethyl]-6-(4-methylphenyl)sulfanyl-4-(naphthalen-2-ylmethoxy)oxan-3-ol 、 苯甲酰氯 在 吡啶 、 4-二甲氨基吡啶 作用下， 反应 18.0h， 生成 [(2R,3S,4R,5R,6S)-5-azido-2-[[tert-butyl(diphenyl)silyl]oxymethyl]-6-(4-methylphenyl)sulfanyl-4-(naphthalen-2-ylmethoxy)oxan-3-yl] benzoate
  参考文献：
  名称：

  Synthesis of a metabolite of an anti-angiogenic lead candidate based on a d-glucosamine motif

  摘要：

  A rapid synthetic access to ACL 21269 was established in 12 steps starting from thiogylcoside 9 utilizing synthons 8 and 6 to introduce the pharmacophores at positions 1 and 2. The functional groups decorating the glucosamine scaffold were introduced in a particular order and common protecting groups were employed to establish a robust synthetic process. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.06.009