3-allyloxy-2-formyl-5-(N³-allyl thymin-1-yl)-tetrahydrofuran | 189265-37-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 3-allyloxy-2-formyl-5-(N³-allyl thymin-1-yl)-tetrahydrofuran
• 英文别名: 1-[2-Deoxy-3-O-(prop-2-en-1-yl)-beta-D-erythro-pentodialdo-1,4-furanosyl]-5-methyl-3-(prop-2-en-1-yl)pyrimidine-2,4(1H,3H)-dione；(2S,3S,5R)-5-(5-methyl-2,4-dioxo-3-prop-2-enylpyrimidin-1-yl)-3-prop-2-enoxyoxolane-2-carbaldehyde
• CAS: 189265-37-0
• 化学式: C₁₆H₂₀N₂O₅
• 分子量: 320.345
• InChiKey: YVTPYDGXTFSWFF-BFHYXJOUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  23
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  76.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-allyloxy-2-formyl-5-(N³-allyl thymin-1-yl)-tetrahydrofuran 在 palladium on activated charcoal 吡啶 、 碳酸氢钠 、 环己烯 作用下， 以 乙醇 为溶剂， 反应 32.0h， 生成 8-acetamido-6-acetoxy-2-[3-propyl-5-methyl-2,4(1H,3H)-pyrimidinedion-1-yl]-perhydro-furo[3,2-b]oxepin
  参考文献：
  名称：

  An entry to unusual classes of nucleoside analogues

  摘要：

  Nucleosides 6a, 6b and 16-18 having additional carbocycle or oxygen heterocycle fused to the ribose moiety have been synthesized by two routes. While 6a and 6b could be obtained from thymidine using 1, 3-dipolar cycloaddition approach, Vorbruggen reaction on appropriate preformed carbocyclic derivatives furnished 16-18. (C) 1997 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00141-5
• 作为产物：
  描述：

  5'-O-tritylthymidine 在 吡啶 、 水 、 sodium hydride 、 溶剂黄146 、 N,N'-二环己基碳二亚胺 、 三氟乙酸 作用下， 以 二甲基亚砜 、 N,N-二甲基甲酰胺 、 苯 为溶剂， 反应 44.5h， 生成 3-allyloxy-2-formyl-5-(N³-allyl thymin-1-yl)-tetrahydrofuran
  参考文献：
  名称：

  An entry to unusual classes of nucleoside analogues

  摘要：

  Nucleosides 6a, 6b and 16-18 having additional carbocycle or oxygen heterocycle fused to the ribose moiety have been synthesized by two routes. While 6a and 6b could be obtained from thymidine using 1, 3-dipolar cycloaddition approach, Vorbruggen reaction on appropriate preformed carbocyclic derivatives furnished 16-18. (C) 1997 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00141-5

文献信息

• An entry to unusual classes of nucleoside analogues
  作者：Narayan C. Bar、Ranjan Patra、Basudeb Achari、Sukhendu B. Mandal

  DOI：10.1016/s0040-4020(97)00141-5

  日期：1997.3

  Nucleosides 6a, 6b and 16-18 having additional carbocycle or oxygen heterocycle fused to the ribose moiety have been synthesized by two routes. While 6a and 6b could be obtained from thymidine using 1, 3-dipolar cycloaddition approach, Vorbruggen reaction on appropriate preformed carbocyclic derivatives furnished 16-18. (C) 1997 Published by Elsevier Science Ltd.