4-methoxyphenyl [2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->2)]-[2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->3)]-4-O-benzyl-α-D-lyxopyranoside | 945937-40-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-methoxyphenyl [2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->2)]-[2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->3)]-4-O-benzyl-α-D-lyxopyranoside
• 英文别名: Rha2Ac3Ac4Ac(a1-2)[Rha2Ac3Ac4Ac(a1-3)][Bn(-4)]Lyx(a)-O-Ph(4-OMe)；[(2S,3S,4R,5R,6S)-4,5-diacetyloxy-6-[(2R,3S,4S,5R)-2-(4-methoxyphenoxy)-5-phenylmethoxy-3-[(2S,3R,4R,5S,6S)-3,4,5-triacetyloxy-6-methyloxan-2-yl]oxyoxan-4-yl]oxy-2-methyloxan-3-yl] acetate
• CAS: 945937-40-6
• 化学式: C₄₃H₅₄O₂₀
• 分子量: 890.89
• InChiKey: MUZMJLPPFKBLKQ-KNMRTXSBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  63
• 可旋转键数：
  22
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  232
• 氢给体数：
  0
• 氢受体数：
  20

反应信息

• 作为反应物：
  描述：

  4-methoxyphenyl [2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->2)]-[2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->3)]-4-O-benzyl-α-D-lyxopyranoside 在 palladium dihydroxide 氢气 、 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 22.0h， 以65%的产率得到4-methoxyphenyl [α-L-rhamnopyranosyl-(1->2)]-[α-L-rhamnopyranosyl-(1->3)]-α-D-lyxopyranoside
  参考文献：
  名称：

  Concise synthesis of two trisaccharide analogs related to the glycone constituent of phanoside, a novel insulin releasing natural product

  摘要：

  Two trisaccharides (2 and 3) related to the glycone part of phanoside, an insulin release stimulator, have been synthesized in excellent yield. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.04.089
• 作为产物：
  描述：

  4-methoxyphenyl 4-O-benzyl-2,3-O-isopropylidene-α-D-lyxopyranoside 在 N-碘代丁二酰亚胺 、 三氟甲磺酸 、 4 A molecular sieve 、 溶剂黄146 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 1.25h， 生成 4-methoxyphenyl [2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->2)]-[2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->3)]-4-O-benzyl-α-D-lyxopyranoside
  参考文献：
  名称：

  Concise synthesis of two trisaccharide analogs related to the glycone constituent of phanoside, a novel insulin releasing natural product

  摘要：

  Two trisaccharides (2 and 3) related to the glycone part of phanoside, an insulin release stimulator, have been synthesized in excellent yield. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.04.089