5-methoxycarbonylpentyl (4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl)-(1->3)-(4-azido-2-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl)-(1->3)-4-azido-2-O-benzyl-4,6-dideoxy-α-D-mannopyranoside | 1044594-52-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 5-methoxycarbonylpentyl (4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl)-(1->3)-(4-azido-2-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl)-(1->3)-4-azido-2-O-benzyl-4,6-dideoxy-α-D-mannopyranoside
• 英文别名: methyl 6-[(2S,3S,4S,5R,6R)-5-azido-4-[(2R,3S,4S,5R,6R)-5-azido-4-[(2R,3S,4S,5R,6R)-5-azido-3-hydroxy-6-methyl-4-phenylmethoxyoxan-2-yl]oxy-6-methyl-3-phenylmethoxyoxan-2-yl]oxy-6-methyl-3-phenylmethoxyoxan-2-yl]oxyhexanoate
• CAS: 1044594-52-6
• 化学式: C₄₆H₅₉N₉O₁₂
• 分子量: 930.028
• InChiKey: WTCFEFZXCMWHQH-AQPVMLIJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.9
• 重原子数：
  67
• 可旋转键数：
  24
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  173
• 氢给体数：
  1
• 氢受体数：
  18

反应信息

• 作为反应物：
  描述：

  5-methoxycarbonylpentyl (4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl)-(1->3)-(4-azido-2-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl)-(1->3)-4-azido-2-O-benzyl-4,6-dideoxy-α-D-mannopyranoside 在 硫化氢 作用下， 以 吡啶 、 水 为溶剂， 反应 16.5h， 生成
  参考文献：
  名称：

  Synthesis of spacer-equipped di-, tri-, and the tetrasaccharide fragments of the deacetylated O-PS1 of Citrobacter gillenii O9a,9b, and a related pentasaccharide

  摘要：

  The title rhamnooligosaccharides [alpha-D-Rhap4NAc-(1 -> 3)-O(-D-Rhap4NAc-1-O-(CH2)(5)COOMe, alpha-D-Rhap4NAc-(1 -> 3)-alpha-D-Rhap4NAc-(1 3)-alpha-D-Rhap4NAc-1-O-(CH2)(5)COOMe, alpha-D-Rhap4NAc-(1 -> 2)-alpha-D-Rhap4NAc-(1 -> 3)-alpha-D-Rhap4NAc-(1 -> 3)-alpha-D-Rhap4NAc-1-O-(CH2)(5)COOMe, and alpha-D-Rhap4NAc-(1 -> 3)-alpha-D-Rhap4NAc-(1-2)-(alpha-D-Rhap4NAc-(1 -> 3)-alpha-D-Rhap4NAc(1 -> 3)-alpha-D-Rhap4NAc-1-O-(CH2)(5)COOMe] were synthesized in a stepwise fashion from 5-methoxycarbonylpentyl 4-azido-4, 6-dideoxy-2-O-benzyl-alpha-D-mannopyranoside and orthogonally protected 1-thioglycoside glycosyl donors. The amorphous, final products were fully characterized as corresponding per-O-acetyl derivatives. Published by Elsevier Ltd.

  DOI：

  10.1016/j.carres.2008.03.037
• 作为产物：
  描述：

  5-methoxycarbonylpentyl (2-O-acetyl-4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl)-(1->3)-(4-azido-2-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl)-(1->3)-4-azido-2-O-benzyl-4,6-dideoxy-α-D-mannopyranoside 以98%的产率得到5-methoxycarbonylpentyl (4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl)-(1->3)-(4-azido-2-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl)-(1->3)-4-azido-2-O-benzyl-4,6-dideoxy-α-D-mannopyranoside
  参考文献：
  名称：

  Synthesis of spacer-equipped di-, tri-, and the tetrasaccharide fragments of the deacetylated O-PS1 of Citrobacter gillenii O9a,9b, and a related pentasaccharide

  摘要：

  The title rhamnooligosaccharides [alpha-D-Rhap4NAc-(1 -> 3)-O(-D-Rhap4NAc-1-O-(CH2)(5)COOMe, alpha-D-Rhap4NAc-(1 -> 3)-alpha-D-Rhap4NAc-(1 3)-alpha-D-Rhap4NAc-1-O-(CH2)(5)COOMe, alpha-D-Rhap4NAc-(1 -> 2)-alpha-D-Rhap4NAc-(1 -> 3)-alpha-D-Rhap4NAc-(1 -> 3)-alpha-D-Rhap4NAc-1-O-(CH2)(5)COOMe, and alpha-D-Rhap4NAc-(1 -> 3)-alpha-D-Rhap4NAc-(1-2)-(alpha-D-Rhap4NAc-(1 -> 3)-alpha-D-Rhap4NAc(1 -> 3)-alpha-D-Rhap4NAc-1-O-(CH2)(5)COOMe] were synthesized in a stepwise fashion from 5-methoxycarbonylpentyl 4-azido-4, 6-dideoxy-2-O-benzyl-alpha-D-mannopyranoside and orthogonally protected 1-thioglycoside glycosyl donors. The amorphous, final products were fully characterized as corresponding per-O-acetyl derivatives. Published by Elsevier Ltd.

  DOI：

  10.1016/j.carres.2008.03.037

文献信息

• Synthesis of spacer-equipped di-, tri-, and the tetrasaccharide fragments of the deacetylated O-PS1 of Citrobacter gillenii O9a,9b, and a related pentasaccharide
  作者：Rina Saksena、Anatoli Chernyak、Pavol Kováč

  DOI：10.1016/j.carres.2008.03.037

  日期：2008.7

  The title rhamnooligosaccharides [alpha-D-Rhap4NAc-(1 -> 3)-O(-D-Rhap4NAc-1-O-(CH2)(5)COOMe, alpha-D-Rhap4NAc-(1 -> 3)-alpha-D-Rhap4NAc-(1 3)-alpha-D-Rhap4NAc-1-O-(CH2)(5)COOMe, alpha-D-Rhap4NAc-(1 -> 2)-alpha-D-Rhap4NAc-(1 -> 3)-alpha-D-Rhap4NAc-(1 -> 3)-alpha-D-Rhap4NAc-1-O-(CH2)(5)COOMe, and alpha-D-Rhap4NAc-(1 -> 3)-alpha-D-Rhap4NAc-(1-2)-(alpha-D-Rhap4NAc-(1 -> 3)-alpha-D-Rhap4NAc(1 -> 3)-alpha-D-Rhap4NAc-1-O-(CH2)(5)COOMe] were synthesized in a stepwise fashion from 5-methoxycarbonylpentyl 4-azido-4, 6-dideoxy-2-O-benzyl-alpha-D-mannopyranoside and orthogonally protected 1-thioglycoside glycosyl donors. The amorphous, final products were fully characterized as corresponding per-O-acetyl derivatives. Published by Elsevier Ltd.