dibutyl 3,4-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranoside phosphate | 943837-12-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: dibutyl 3,4-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranoside phosphate
• 英文别名: [(2S,3R,4S,5R,6R)-2-[dibutoxy(oxido)phosphaniumyl]oxy-6-(hydroxymethyl)-4,5-bis(phenylmethoxy)oxan-3-yl] 2,2-dimethylpropanoate
• CAS: 943837-12-5
• 化学式: C₃₃H₄₉O₁₀P
• 分子量: 636.72
• InChiKey: ATBKEGQDJUNJIZ-SAEUYMBFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  44
• 可旋转键数：
  20
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  125
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  dibutyl 3,4-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranoside phosphate 、 2-azido-2-methylpropanoic anhydride 在 吡啶 、 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以67%的产率得到dibutyl 6-O-(2-azido-2-methylpropanoyl)-3,4-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranoside phosphate
  参考文献：
  名称：

  Protecting Group Manipulations on Glycosyl Phosphate Triesters

  摘要：

  Glucosyl and mannosyl phosphate triester building blocks were differentially protected by protecting group manipulations on competent glycosyl donors. Dibutyl 3,4-di-Obenzyl-6-O-(fluorenylmethoxycarbonyl)-2-O-pivaloyl-beta-D-glucopyranoside phosphate, not accessible by other methods, was prepared this way.

  DOI：

  10.1080/07328300701298204
• 作为产物：
  描述：

  dibutyl 3,4-di-O-benzyl-2-O-pivaloyl-6-O-triisopropylsilyl-β-D-glucopyranoside phosphate 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 以77%的产率得到dibutyl 3,4-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranoside phosphate
  参考文献：
  名称：

  Protecting Group Manipulations on Glycosyl Phosphate Triesters

  摘要：

  Glucosyl and mannosyl phosphate triester building blocks were differentially protected by protecting group manipulations on competent glycosyl donors. Dibutyl 3,4-di-Obenzyl-6-O-(fluorenylmethoxycarbonyl)-2-O-pivaloyl-beta-D-glucopyranoside phosphate, not accessible by other methods, was prepared this way.

  DOI：

  10.1080/07328300701298204

文献信息

• Protecting Group Manipulations on Glycosyl Phosphate Triesters
  作者：Frédéric R. Carrel、Peter H. Seeberger

  DOI：10.1080/07328300701298204

  日期：2007.4.30

  Glucosyl and mannosyl phosphate triester building blocks were differentially protected by protecting group manipulations on competent glycosyl donors. Dibutyl 3,4-di-Obenzyl-6-O-(fluorenylmethoxycarbonyl)-2-O-pivaloyl-beta-D-glucopyranoside phosphate, not accessible by other methods, was prepared this way.