uracil-1-yl(-2d)[TBDMS(-6)]3-deoxy-D-lyxHex(a)-O-iPr | 192062-77-4

• 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)[TBDMS(-6)]3-deoxy-D-lyxHex(a)-O-iPr
• 英文别名: 1-[(2S,3S,5R,6R)-6-[[tert-butyl(dimethyl)silyl]oxymethyl]-5-hydroxy-2-propan-2-yloxyoxan-3-yl]pyrimidine-2,4-dione
• CAS: 192062-77-4
• 化学式: C₁₉H₃₄N₂O₆Si
• 分子量: 414.574
• InChiKey: OKKKHELOXAOSRM-HWMZRRJGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.0
• 重原子数：
  28
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  97.3
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  uracil-1-yl(-2d)[TBDMS(-6)]3-deoxy-D-lyxHex(a)-O-iPr 在 四丁基氟化铵 作用下， 生成 1-[(2S,3S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-2-propan-2-yloxyoxan-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：

  1-[(2S,3S,6R)-6-[[tert-butyl(dimethyl)silyl]oxymethyl]-5-oxo-2-propan-2-yloxyoxan-3-yl]pyrimidine-2,4-dione 在 sodium tetrahydroborate 作用下， 生成 uracil-1-yl(-2d)[TBDMS(-6)]3-deoxy-D-lyxHex(a)-O-iPr
  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.