| 1133982-03-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• CAS: 1133982-03-2
• 化学式: C₃₁H₃₈N₂O₁₆
• 分子量: 694.647
• InChiKey: NGZBLFXAMXPMIM-NKKDEYRYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.71
• 重原子数：
  49.0
• 可旋转键数：
  13.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  218.78
• 氢给体数：
  2.0
• 氢受体数：
  16.0

反应信息

• 作为反应物：
  描述：

  在 4-甲基苯磺酸吡啶 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成 4,6-di-O-acetyl-3-O-carbamoyl-D-glucal
  参考文献：
  名称：

  Protecting Group and Solvent Control of Stereo- and Chemoselectivity in Glucal 3-Carbamate Amidoglycosylation

  摘要：

  In the Rh-2(OAC)(4)-catalyzed amidoglycosylation of glucal 3-carbamates, anomeric stereoselectivity and the extent of competing C3-H oxidation depend on the 40 and 60 protecting groups. Acyclic protection permits high alpha-anomer selectivity with further improvement in less polar solvents, while electron-withdrawing protecting groups limit C3-oxidized byproducts. Stereocontrol and bifurcation between alkene insertion and C3-H oxidation reflect an interplay of conformational, stereoelectronic, and inductive factors.

  DOI：

  10.1021/ol900126q
• 作为产物：
  描述：

  4,6-di-O-acetyl-3-O-(N-2,4-dimethoxybenzyl)carbamoyl-D-glucal 在 水 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 氯仿 为溶剂， 生成 4,6-di-O-acetyl-3-O-carbamoyl-D-glucal 、
  参考文献：
  名称：

  Protecting Group and Solvent Control of Stereo- and Chemoselectivity in Glucal 3-Carbamate Amidoglycosylation

  摘要：

  In the Rh-2(OAC)(4)-catalyzed amidoglycosylation of glucal 3-carbamates, anomeric stereoselectivity and the extent of competing C3-H oxidation depend on the 40 and 60 protecting groups. Acyclic protection permits high alpha-anomer selectivity with further improvement in less polar solvents, while electron-withdrawing protecting groups limit C3-oxidized byproducts. Stereocontrol and bifurcation between alkene insertion and C3-H oxidation reflect an interplay of conformational, stereoelectronic, and inductive factors.

  DOI：

  10.1021/ol900126q