Acetic acid (2R,3S,5R)-2-acetoxymethyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-phenylselanyl-tetrahydro-furan-3-yl ester | 164864-69-1

• 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: Acetic acid (2R,3S,5R)-2-acetoxymethyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-phenylselanyl-tetrahydro-furan-3-yl ester
• 英文别名: [(2R,3S,5R)-3-acetyloxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)-2-phenylselanyloxolan-2-yl]methyl acetate
• CAS: 164864-69-1
• 化学式: C₂₀H₂₂N₂O₇Se
• 分子量: 481.364
• InChiKey: RYPNNLTZMRJYRR-SQGPQFPESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.02
• 重原子数：
  30
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  111
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  Acetic acid (2R,3S,5R)-2-acetoxymethyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-phenylselanyl-tetrahydro-furan-3-yl ester 在 二苯基二硒醚 作用下， 以 甲苯 为溶剂， 生成 Acetic acid (2S,3S,5R)-2-acetoxymethyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-phenylselanyl-tetrahydro-furan-3-yl ester
  参考文献：
  名称：

  Synthesis of 4′-C-phenylselenated deoxyribonucleosides by radical epimerization

  摘要：

  Selenides 7b and 8b can be epimerized by irradiation in the presence of (PhSe)(2). Intermediates me 4'-deoxyribonucleoride radicals that react with (PhSe)(2) and yield isomers 7a and 8a, respectively, in reversible reaction steps. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)00449-8
• 作为产物：
  描述：

  苯基氯化硒 、 乙酸酐 、 O^3'-acetyl-5'-oxo-5'-deoxy-thymidine 在 二异丁基氢化铝 作用下， 生成 Acetic acid (2R,3S,5R)-2-acetoxymethyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-phenylselanyl-tetrahydro-furan-3-yl ester
  参考文献：
  名称：

  Synthesis of 4′-C-phenylselenated deoxyribonucleosides by radical epimerization

  摘要：

  Selenides 7b and 8b can be epimerized by irradiation in the presence of (PhSe)(2). Intermediates me 4'-deoxyribonucleoride radicals that react with (PhSe)(2) and yield isomers 7a and 8a, respectively, in reversible reaction steps. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)00449-8

文献信息

• Cleavage of Single-Stranded 4'-Oligonucleotide Radicals in the Presence of O2
  作者：Bernd Giese、Xenia Beyrich-Graf、Peter Erdmann、Luc Giraud、Petra Imwinkelried、Stephan N. Mueller、Urs Schwitter

  DOI：10.1021/ja00127a038

  日期：1995.6