uracil-1-yl(-2d)[pivaloyl(-6)]3-deoxy-D-lyxHex(a)-O-Et | 192062-75-2

• 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: uracil-1-yl(-2d)[pivaloyl(-6)]3-deoxy-D-lyxHex(a)-O-Et
• 英文别名: [(2R,3R,5S,6S)-5-(2,4-dioxopyrimidin-1-yl)-6-ethoxy-3-hydroxyoxan-2-yl]methyl 2,2-dimethylpropanoate
• CAS: 192062-75-2
• 化学式: C₁₇H₂₆N₂O₇
• 分子量: 370.403
• InChiKey: QEMCLCRQWKTVFH-SFTQSGBHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  114
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  uracil-1-yl(-2d)[pivaloyl(-6)]3-deoxy-D-lyxHex(a)-O-Et 在 sodium hydroxide 作用下， 生成 1-[(2S,3S,5R,6R)-2-ethoxy-5-hydroxy-6-(hydroxymethyl)oxan-3-yl]pyrimidine-2,4-dione
  参考文献：
  名称：

  Isonucleosides by Michael addition of pyrimidine bases on 2,6-disubstituted 2H-pyran-3(6H)-ones

  摘要：

  A short, stereocontrolled convergent synthesis of pyranosyl isonucleosides, based on a Michael type addition between a silylated pyrimidine base and an unsaturated pyran-3(6H)-one is described. Diastereomeric ratio are of 90/10 up to 100/0, providing a straightforward way to prepare new nucleosides analogues. (C) 1997 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)00859-9
• 作为产物：
  描述：

  在 sodium tetrahydroborate 作用下， 生成 uracil-1-yl(-2d)[pivaloyl(-6)]3-deoxy-D-lyxHex(a)-O-Et
  参考文献：
  名称：

  Isonucleosides by Michael addition of pyrimidine bases on 2,6-disubstituted 2H-pyran-3(6H)-ones

  摘要：

  A short, stereocontrolled convergent synthesis of pyranosyl isonucleosides, based on a Michael type addition between a silylated pyrimidine base and an unsaturated pyran-3(6H)-one is described. Diastereomeric ratio are of 90/10 up to 100/0, providing a straightforward way to prepare new nucleosides analogues. (C) 1997 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)00859-9

文献信息

• Isonucleosides by Michael addition of pyrimidine bases on 2,6-disubstituted 2H-pyran-3(6H)-ones
  作者：Natacha Prévost、Francis Rouessac

  DOI：10.1016/s0040-4039(97)00859-9

  日期：1997.6

  A short, stereocontrolled convergent synthesis of pyranosyl isonucleosides, based on a Michael type addition between a silylated pyrimidine base and an unsaturated pyran-3(6H)-one is described. Diastereomeric ratio are of 90/10 up to 100/0, providing a straightforward way to prepare new nucleosides analogues. (C) 1997 Published by Elsevier Science Ltd.