[(1R,3S,4S,5R,6S,8R,21R,22R,23S,24S)-4-hydroxy-6,22,23,24-tetramethoxy-11,18-dioxo-2,7,10,19,25-pentaoxatetracyclo[19.3.1.03,8.012,17]pentacosa-12,14,16-trien-5-yl] benzoate | 175439-40-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [(1R,3S,4S,5R,6S,8R,21R,22R,23S,24S)-4-hydroxy-6,22,23,24-tetramethoxy-11,18-dioxo-2,7,10,19,25-pentaoxatetracyclo[19.3.1.03,8.012,17]pentacosa-12,14,16-trien-5-yl] benzoate
• CAS: 175439-40-4
• 化学式: C₃₁H₃₆O₁₄
• 分子量: 632.618
• InChiKey: BWJOPNACJZYOMK-UMHWGUACSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  45
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  164
• 氢给体数：
  1
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  [(1R,3S,4S,5R,6S,8R,21R,22R,23S,24S)-4-hydroxy-6,22,23,24-tetramethoxy-11,18-dioxo-2,7,10,19,25-pentaoxatetracyclo[19.3.1.03,8.012,17]pentacosa-12,14,16-trien-5-yl] benzoate 在 sodium methylate 作用下， 以 甲醇 为溶剂， 生成 (2S,3R,4R,5S,6R)-6-Hydroxymethyl-5-((2R,3S,4S,5R,6R)-6-hydroxymethyl-3,4,5-trimethoxy-tetrahydro-pyran-2-yloxy)-2-methoxy-tetrahydro-pyran-3,4-diol
  参考文献：
  名称：

  Template directed cyclo-glycosylation: Effect of the anchoring sites of the spacer and temperature in the regio- and stereo-selectivity of the glycosylation

  摘要：

  The anchoring sites of the spacer and the reaction temperature have a remarkable effect on the regio- and stereo-selectivity of intramolecular macrocyclic glycosylation reactions of several template linked monosaccharides leading to macrocyclic disaccharides and thence to disaccharides.

  DOI：

  10.1016/0040-4039(95)02316-x
• 作为产物：
  描述：

  Phthalic acid 1-((2R,3S,4S,5R,6S)-5-benzoyloxy-3,4-dihydroxy-6-methoxy-tetrahydro-pyran-2-ylmethyl) ester 2-((2R,3R,4S,5S,6R)-3,4,5-trimethoxy-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethyl) ester 在 N-碘代丁二酰亚胺 、 三氟甲磺酸 、 4 A molecular sieve 作用下， 以 二氯甲烷 为溶剂， 以72%的产率得到[(1R,3S,4S,5R,6S,8R,21R,22R,23S,24S)-4-hydroxy-6,22,23,24-tetramethoxy-11,18-dioxo-2,7,10,19,25-pentaoxatetracyclo[19.3.1.03,8.012,17]pentacosa-12,14,16-trien-5-yl] benzoate
  参考文献：
  名称：

  Template directed cyclo-glycosylation: Effect of the anchoring sites of the spacer and temperature in the regio- and stereo-selectivity of the glycosylation

  摘要：

  The anchoring sites of the spacer and the reaction temperature have a remarkable effect on the regio- and stereo-selectivity of intramolecular macrocyclic glycosylation reactions of several template linked monosaccharides leading to macrocyclic disaccharides and thence to disaccharides.

  DOI：

  10.1016/0040-4039(95)02316-x