(1R,3S,4R,5R,7S,8R,20R,21R,22S,23S)-5-[[tert-butyl(diphenyl)silyl]oxymethyl]-4-hydroxy-7,21,22,23-tetramethoxy-2,6,9,18,24-pentaoxatetracyclo[18.3.1.03,8.011,16]tetracosa-11,13,15-triene-10,17-dione | 172223-37-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (1R,3S,4R,5R,7S,8R,20R,21R,22S,23S)-5-[[tert-butyl(diphenyl)silyl]oxymethyl]-4-hydroxy-7,21,22,23-tetramethoxy-2,6,9,18,24-pentaoxatetracyclo[18.3.1.03,8.011,16]tetracosa-11,13,15-triene-10,17-dione
• CAS: 172223-37-9
• 化学式: C₄₀H₅₀O₁₃Si
• 分子量: 766.915
• InChiKey: UGBHILSQGGSQNC-VSAUCEKHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.85
• 重原子数：
  54
• 可旋转键数：
  10
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  147
• 氢给体数：
  1
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  (1R,3S,4R,5R,7S,8R,20R,21R,22S,23S)-5-[[tert-butyl(diphenyl)silyl]oxymethyl]-4-hydroxy-7,21,22,23-tetramethoxy-2,6,9,18,24-pentaoxatetracyclo[18.3.1.03,8.011,16]tetracosa-11,13,15-triene-10,17-dione 在 sodium methylate 作用下， 以 甲醇 为溶剂， 生成 (2R,3R,4S,5R,6S)-4-[(2R,3S,4S,5R,6R)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-3,4,5-trimethoxy-tetrahydro-pyran-2-yloxy]-2-hydroxymethyl-6-methoxy-tetrahydro-pyran-3,5-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-[(2S,3R,4S,5S,6R)-6-(tert-butyl-diphenyl-silanyloxymethyl)-4,5-dihydroxy-2-methoxy-tetrahydro-pyran-3-yl] 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76%的产率得到(1R,3S,4R,5R,7S,8R,20R,21R,22S,23S)-5-[[tert-butyl(diphenyl)silyl]oxymethyl]-4-hydroxy-7,21,22,23-tetramethoxy-2,6,9,18,24-pentaoxatetracyclo[18.3.1.03,8.011,16]tetracosa-11,13,15-triene-10,17-dione
  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