[(2R,3R,4S,5R,6S)-3,4,5-triacetyloxy-6-[5-(hydroxymethyl)-2-methoxyphenoxy]oxan-2-yl]methyl acetate | 929016-73-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [(2R,3R,4S,5R,6S)-3,4,5-triacetyloxy-6-[5-(hydroxymethyl)-2-methoxyphenoxy]oxan-2-yl]methyl acetate
• CAS: 929016-73-9
• 化学式: C₂₂H₂₈O₁₂
• 分子量: 484.457
• InChiKey: ZNHRNCBQWSCCGR-QMCAAQAGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  34
• 可旋转键数：
  13
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  153
• 氢给体数：
  1
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  [(2R,3R,4S,5R,6S)-3,4,5-triacetyloxy-6-[5-(hydroxymethyl)-2-methoxyphenoxy]oxan-2-yl]methyl acetate 在 4-二甲氨基吡啶 、 二正丁基氧化锡 、 N,N'-二环己基碳二亚胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 26.0h， 生成 [4-methoxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl (2Z,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6,8-tetraenoate
  参考文献：
  名称：

  Studies on the Synthesis and Antiproliferative Activities of 13‐cis‐Retinoyl Sugar Derivatives

  摘要：

  New retinoyl sugar derivatives of 13-cis-retinoic acid were synthesized in three ways in this paper in order to enhance pharmacal effects, especially antiproliferative activities of 13-cis-retinoic acid. Their structures were confirmed by IR, H-1-NMR, C-13-NMR, and MS spectra and their antiproliferative activities were determined in vitro using human cancer lines. Results showed that some compounds possessed potential antitumor activities.

  DOI：

  10.1080/07328300600966497
• 作为产物：
  描述：

  2-methoxy-5-formylphenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside 在 sodium tetrahydroborate 作用下， 以 异丙醇 为溶剂， 反应 1.0h， 以86.1%的产率得到[(2R,3R,4S,5R,6S)-3,4,5-triacetyloxy-6-[5-(hydroxymethyl)-2-methoxyphenoxy]oxan-2-yl]methyl acetate
  参考文献：
  名称：

  Studies on the Synthesis and Antiproliferative Activities of 13‐cis‐Retinoyl Sugar Derivatives

  摘要：

  New retinoyl sugar derivatives of 13-cis-retinoic acid were synthesized in three ways in this paper in order to enhance pharmacal effects, especially antiproliferative activities of 13-cis-retinoic acid. Their structures were confirmed by IR, H-1-NMR, C-13-NMR, and MS spectra and their antiproliferative activities were determined in vitro using human cancer lines. Results showed that some compounds possessed potential antitumor activities.

  DOI：

  10.1080/07328300600966497