methyl 3,4,5,7-tetra-O-benzyl-1-deoxy-1-ethoxysulfonyl-α-D-gluco-hept-2-ulopyranosyl-(2->5)-3,4,7-tri-O-benzyl-1-deoxy-1-ethoxysulfonyl-α-D-gluco-hept-2-ulopyranosyl-(2->5)-3,4,7-tri-O-benzyl-1-deoxy-1-ethoxysulfonyl-α-D-gluco-hept-2-ulopyranoside | 1381871-31-3

• 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: methyl 3,4,5,7-tetra-O-benzyl-1-deoxy-1-ethoxysulfonyl-α-D-gluco-hept-2-ulopyranosyl-(2->5)-3,4,7-tri-O-benzyl-1-deoxy-1-ethoxysulfonyl-α-D-gluco-hept-2-ulopyranosyl-(2->5)-3,4,7-tri-O-benzyl-1-deoxy-1-ethoxysulfonyl-α-D-gluco-hept-2-ulopyranoside
• 英文别名: ethyl [(2R,3R,4S,5R,6R)-5-[(2S,3R,4S,5R,6R)-2-(ethoxysulfonylmethyl)-5-[(2S,3R,4S,5R,6R)-2-(ethoxysulfonylmethyl)-3,4,5-tris(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-2-yl]oxy-3,4-bis(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-2-yl]oxy-2-methoxy-3,4-bis(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-2-yl]methanesulfonate
• CAS: 1381871-31-3
• 化学式: C₉₈H₁₁₂O₂₅S₃
• 分子量: 1786.15
• InChiKey: MLEYSKNDYUJRTB-HNDMCMFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.2
• 重原子数：
  126
• 可旋转键数：
  50
• 环数：
  13.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  303
• 氢给体数：
  0
• 氢受体数：
  25

反应信息

• 作为反应物：
  描述：

  methyl 3,4,5,7-tetra-O-benzyl-1-deoxy-1-ethoxysulfonyl-α-D-gluco-hept-2-ulopyranosyl-(2->5)-3,4,7-tri-O-benzyl-1-deoxy-1-ethoxysulfonyl-α-D-gluco-hept-2-ulopyranosyl-(2->5)-3,4,7-tri-O-benzyl-1-deoxy-1-ethoxysulfonyl-α-D-gluco-hept-2-ulopyranoside 在 sodium iodide 、 palladium 10% on activated carbon 、 氢气 作用下， 以 丙酮 、 乙醇 、 水 、 乙酸乙酯 为溶剂， 反应 48.0h， 以52%的产率得到methyl 1-deoxy-1-(sodium sulfonato)-α-D-gluco-hept-2-ulopyranosyl-(2->5)-1-deoxy-1-(sodium sulfonato)-α-D-gluco-hept-2-ulopyranosyl-(2>5)-1-deoxy-1-(sodium sulfonato)-α-D-gluco-hept-2-ulopyranoside
  参考文献：
  名称：

  Synthesis of sulfonic acid-containing maltose-type keto-oligosaccharides by an iterative approach

  摘要：

  Two different series of (2 -> 5)-alpha-linked homologous keto-oligosaccharides up to tri- and tetrasaccharide were synthesized by an iterative approach, using 3,4,7-tri-O-benzyl-5-O-(2-naphthyl)methyl-1-deoxy-1-ethoxysulfonyl-alpha-D-gluco-hept-2-ulopyranosyl chloride as a key building block. An iterative cycle consisted of a glycosylation step followed by selective cleavage of the (2-naphthyl)methyl group. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.04.067
• 作为产物：
  描述：

  3,4,5,7-tetra-O-benzyl-1-deoxy-1-ethoxysulfonyl-α-D-glucohept-2-ulopyranosyl chloride 、 methyl 3,4,7-tri-O-benzyl-1-deoxy-1-ethoxysulfonyl-α-D-gluco-hept-2-ulopyranosyl-(2->5)-3,4,7-tri-O-benzyl-1-deoxy-1-ethoxysulfonyl-α-D-gluco-hept-2-ulopyranoside 在 silver trifluoromethanesulfonate 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 120.0h， 以28%的产率得到methyl 3,4,5,7-tetra-O-benzyl-1-deoxy-1-ethoxysulfonyl-α-D-gluco-hept-2-ulopyranosyl-(2->5)-3,4,7-tri-O-benzyl-1-deoxy-1-ethoxysulfonyl-α-D-gluco-hept-2-ulopyranosyl-(2->5)-3,4,7-tri-O-benzyl-1-deoxy-1-ethoxysulfonyl-α-D-gluco-hept-2-ulopyranoside
  参考文献：
  名称：

  Synthesis of sulfonic acid-containing maltose-type keto-oligosaccharides by an iterative approach

  摘要：

  Two different series of (2 -> 5)-alpha-linked homologous keto-oligosaccharides up to tri- and tetrasaccharide were synthesized by an iterative approach, using 3,4,7-tri-O-benzyl-5-O-(2-naphthyl)methyl-1-deoxy-1-ethoxysulfonyl-alpha-D-gluco-hept-2-ulopyranosyl chloride as a key building block. An iterative cycle consisted of a glycosylation step followed by selective cleavage of the (2-naphthyl)methyl group. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.04.067