(2R,3R,4R,5S,6R)-2,4,5-tris(benzyloxy)-6-(benzyloxymethyl)-N-(2-methoxyphenyl)tetrahydro-2H-pyran-3-amine | 1476029-40-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2R,3R,4R,5S,6R)-2,4,5-tris(benzyloxy)-6-(benzyloxymethyl)-N-(2-methoxyphenyl)tetrahydro-2H-pyran-3-amine
• 英文别名: (2R,3R,4R,5S,6R)-N-(2-methoxyphenyl)-2,4,5-tris(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-3-amine
• CAS: 1476029-40-9
• 化学式: C₄₁H₄₃NO₆
• 分子量: 645.796
• InChiKey: SDGMBMUZSTUKGQ-JYSLIDIESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.3
• 重原子数：
  48
• 可旋转键数：
  16
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  67.4
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  1,3,4,6-tetra-O-benzyl-β-D-glucosamine 、 2-甲氧基苯基硼酸 在 copper diacetate 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 24.17h， 生成 (2R,3R,4R,5S,6R)-2,4,5-tris(benzyloxy)-6-(benzyloxymethyl)-N-(2-methoxyphenyl)tetrahydro-2H-pyran-3-amine
  参考文献：
  名称：

  Copper-Catalyzed Synthesis of N-aryl-D-Glucosamines from Arylboronic Acids

  摘要：

  A convenient catalytic protocol was developed to synthesize N-aryl-D-glucosamines from the corresponding arylboronic acids. CN cross-coupling between arylboronic acids and 1,3,4,6-tetra-O-benzyl--D-glucosamine was realized by copper catalyst under mild conditions. Subsequent deprotection of the benzyl ethers gave the N-arylation products, N-aryl-D-glucosamines.

  DOI：

  10.1080/07328303.2013.816851

文献信息

• Copper-Catalyzed Synthesis of N-aryl-D-Glucosamines from Arylboronic Acids
  作者：Chuanzhou Tao、Feng Liu、Bin Xu、Zhiling Cao、Huiyan Wang、Weiwei Liu

  DOI：10.1080/07328303.2013.816851

  日期：2013.9.2

  A convenient catalytic protocol was developed to synthesize N-aryl-D-glucosamines from the corresponding arylboronic acids. CN cross-coupling between arylboronic acids and 1,3,4,6-tetra-O-benzyl--D-glucosamine was realized by copper catalyst under mild conditions. Subsequent deprotection of the benzyl ethers gave the N-arylation products, N-aryl-D-glucosamines.