(2R,3R,4S,5S)-5-Benzyloxymethyl-2-methoxy-4-[2-(4-methoxy-phenoxy)-ethyl]-tetrahydro-furan-3-ol | 174088-64-3

• 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: (2R,3R,4S,5S)-5-Benzyloxymethyl-2-methoxy-4-[2-(4-methoxy-phenoxy)-ethyl]-tetrahydro-furan-3-ol
• CAS: 174088-64-3
• 化学式: C₂₂H₂₈O₆
• 分子量: 388.461
• InChiKey: DQILLHZZVRFDEF-GXRSIYKFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.03
• 重原子数：
  28.0
• 可旋转键数：
  10.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  66.38
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (2R,3R,4S,5S)-5-Benzyloxymethyl-2-methoxy-4-[2-(4-methoxy-phenoxy)-ethyl]-tetrahydro-furan-3-ol 在 二甲基溴化硼 、 sodium hydride 、 三乙胺 作用下， 反应 3.5h， 生成
  参考文献：
  名称：

  Synthesis of 2′-Substituted Sulfide-Linked Dinucleotides

  摘要：

  3'-Deoxy-3'-(2-mesyloxyethyl)ribofuranosylthymine derivative 3, and its 2'-methoxy (16) and 2'-deoxy (38) analogs were condensed with 5'-deoxy-5'-thiothymidine 4 and 17 or 2'-O-methyl-5'-deoxy-5'-thiouridine 34 and 37 to provide, after standard functional group transformations, thymidine-thymidine and uridine-thymidine dimers 9, 21, 43 and 47. Oxidation of model sulfide dimer 48 with oxone gave sulfone 49. It was not stable to 27% ammonia.

  DOI：

  10.1080/15257779508010717
• 作为产物：
  描述：

  {(3aR,5S,6R,6aR)-6-[2-(4-Methoxy-phenoxy)-ethyl]-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl}-methanol 在 camphor-10-sulfonic acid 、 四丁基碘化铵 、 sodium hydride 作用下， 反应 5.75h， 生成 (2R,3R,4S,5S)-5-Benzyloxymethyl-2-methoxy-4-[2-(4-methoxy-phenoxy)-ethyl]-tetrahydro-furan-3-ol
  参考文献：
  名称：

  Synthesis of 2′-Substituted Sulfide-Linked Dinucleotides

  摘要：

  3'-Deoxy-3'-(2-mesyloxyethyl)ribofuranosylthymine derivative 3, and its 2'-methoxy (16) and 2'-deoxy (38) analogs were condensed with 5'-deoxy-5'-thiothymidine 4 and 17 or 2'-O-methyl-5'-deoxy-5'-thiouridine 34 and 37 to provide, after standard functional group transformations, thymidine-thymidine and uridine-thymidine dimers 9, 21, 43 and 47. Oxidation of model sulfide dimer 48 with oxone gave sulfone 49. It was not stable to 27% ammonia.

  DOI：

  10.1080/15257779508010717