(1S,6R,7R,9R)-6-Hydroxy-7-hydroxymethyl-9-(thymin-1-yl)-2,8-dioxabicyclo[4.3.0]nonane | 201358-14-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (1S,6R,7R,9R)-6-Hydroxy-7-hydroxymethyl-9-(thymin-1-yl)-2,8-dioxabicyclo[4.3.0]nonane
• 英文别名: 1-[(4aR,5R,7R,7aS)-4a-hydroxy-5-(hydroxymethyl)-2,3,4,5,7,7a-hexahydrofuro[3,4-b]pyran-7-yl]-5-methylpyrimidine-2,4-dione
• CAS: 201358-14-7
• 化学式: C₁₃H₁₈N₂O₆
• 分子量: 298.296
• InChiKey: TUOHDZZOKAHLDL-RUSTZOOPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.1
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  108
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (1S,6R,7R,9R)-6-Hydroxy-7-hydroxymethyl-9-(thymin-1-yl)-2,8-dioxabicyclo[4.3.0]nonane 在 吡啶 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 3-[[(4aR,5R,7R,7aS)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-7-(5-methyl-2,4-dioxopyrimidin-1-yl)-2,3,4,5,7,7a-hexahydrofuro[3,4-b]pyran-4a-yl]oxy-[di(propan-2-yl)amino]phosphanyl]oxypropanenitrile
  参考文献：
  名称：

  Synthesis and Evaluation of Novel Oligodeoxynucleotides Containing 3′-C-(3-Benzoyloxypropyl)thymidine and Bicyclo Nucleoside Derivatives

  摘要：

  The stereoselective synthesis of 3'-C-Allyluridine derivative 2 has been accomplished. This nucleoside was used as a key synthon for the synthesis of oligodeoxynucleotides containing 3'-C-(3-benzoyloxypropyl)thymidine (X) or bicycle nucleoside (Y+Z) monomers. Preliminary thermal experiments are reported.

  DOI：

  10.1080/07328319708006201
• 作为产物：
  描述：

  1,2-O-isopropylidene-3-C-(prop-1-en-3-yl)-α-D-ribofuranose 在 palladium dihydroxide 吡啶 、 苯磺酰胺 、 sodium hydroxide 、 1,2-thioxane 、 三氟甲磺酸三甲基硅酯 、 硼烷 、 氢气 、 双氧水 、 sodium methylate 、 sodium hydride 、 溶剂黄146 作用下， 以 甲醇 、 乙醇 、 水 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 生成 (1S,6R,7R,9R)-6-Hydroxy-7-hydroxymethyl-9-(thymin-1-yl)-2,8-dioxabicyclo[4.3.0]nonane
  参考文献：
  名称：

  Synthesis and Evaluation of Novel Oligodeoxynucleotides Containing 3′-C-(3-Benzoyloxypropyl)thymidine and Bicyclo Nucleoside Derivatives

  摘要：

  The stereoselective synthesis of 3'-C-Allyluridine derivative 2 has been accomplished. This nucleoside was used as a key synthon for the synthesis of oligodeoxynucleotides containing 3'-C-(3-benzoyloxypropyl)thymidine (X) or bicycle nucleoside (Y+Z) monomers. Preliminary thermal experiments are reported.

  DOI：

  10.1080/07328319708006201

文献信息

• Synthesis and Evaluation of Novel Oligodeoxynucleotides Containing 3′-<i>C</i>-(3-Benzoyloxypropyl)thymidine and Bicyclo Nucleoside Derivatives
  作者：Henrik M. Pfundheller、Poul Nielsen、Jesper Wengel

  DOI：10.1080/07328319708006201

  日期：1997.7

  The stereoselective synthesis of 3'-C-Allyluridine derivative 2 has been accomplished. This nucleoside was used as a key synthon for the synthesis of oligodeoxynucleotides containing 3'-C-(3-benzoyloxypropyl)thymidine (X) or bicycle nucleoside (Y+Z) monomers. Preliminary thermal experiments are reported.
• Nielsen, Poul; Pfundheller, Henrik M.; Olsen, Carl Erik, Journal of the Chemical Society. Perkin transactions I, 1997, # 22, p. 3423 - 3433
  作者：Nielsen, Poul、Pfundheller, Henrik M.、Olsen, Carl Erik、Wengel, Jesper

  DOI：——

  日期：——