[(2S,3R,5R)-2-(1,3-Dioxo-1,3-dihydro-isoindol-2-ylmethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-acetaldehyde | 403999-90-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: [(2S,3R,5R)-2-(1,3-Dioxo-1,3-dihydro-isoindol-2-ylmethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-acetaldehyde
• 英文别名: 2-[(2S,3R,5R)-2-[(1,3-dioxoisoindol-2-yl)methyl]-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl]acetaldehyde
• CAS: 403999-90-6
• 化学式: C₂₀H₁₉N₃O₆
• 分子量: 397.387
• InChiKey: SVLNCFHLBQBKBL-APHBMKBZSA-N

物化性质

• 密度：
  1.407±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  113
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  [(2S,3R,5R)-2-(1,3-Dioxo-1,3-dihydro-isoindol-2-ylmethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-acetaldehyde 在 4-二甲氨基吡啶 、 lanthanum(III) chloride 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 肼 作用下， 以 甲醇 、 乙醇 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 生成
  参考文献：
  名称：

  DNA-Catalyzed Polymerization

  摘要：

  Native DNA oligomers are shown to be stereoselective catalysts for the polymerization of 5'-amino-3'-acetaldehyde-modified thymidine/adenosine nucleosides through reductive amination. The reaction follows step-growth kinetics to read the encoded sequence and chain-length information in the antiparallel direction. Single mismatches in the template are selected against at a level of >100:1. A method is therefore established to translate biopolymer-encoded information stereoselectively into sequence- and chain-length specific synthetic polymers.

  DOI：

  10.1021/ja017319j
• 作为产物：
  描述：

  5’-O-(叔丁基二甲基甲硅烷基)胸苷 在 sodium periodate 、 四氧化锇 、 偶氮二异丁腈 、 triethylamine tris(hydrogen fluoride) 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 水 、 苯 为溶剂， 反应 6.0h， 生成 [(2S,3R,5R)-2-(1,3-Dioxo-1,3-dihydro-isoindol-2-ylmethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl]-acetaldehyde
  参考文献：
  名称：

  DNA-Catalyzed Polymerization

  摘要：

  Native DNA oligomers are shown to be stereoselective catalysts for the polymerization of 5'-amino-3'-acetaldehyde-modified thymidine/adenosine nucleosides through reductive amination. The reaction follows step-growth kinetics to read the encoded sequence and chain-length information in the antiparallel direction. Single mismatches in the template are selected against at a level of >100:1. A method is therefore established to translate biopolymer-encoded information stereoselectively into sequence- and chain-length specific synthetic polymers.

  DOI：

  10.1021/ja017319j

文献信息

• Polymerization on Solid Supports
  作者：Xiaoyu Li、David G. Lynn

  DOI：10.1002/1521-3773(20021202)41:23<4567::aid-anie4567>3.0.co;2-6

  日期：2002.12.2
• DNA-Catalyzed Polymerization
  作者：Xiaoyu Li、Zheng-Yun J. Zhan、Rachel Knipe、David G. Lynn

  DOI：10.1021/ja017319j

  日期：2002.2.1

  Native DNA oligomers are shown to be stereoselective catalysts for the polymerization of 5'-amino-3'-acetaldehyde-modified thymidine/adenosine nucleosides through reductive amination. The reaction follows step-growth kinetics to read the encoded sequence and chain-length information in the antiparallel direction. Single mismatches in the template are selected against at a level of >100:1. A method is therefore established to translate biopolymer-encoded information stereoselectively into sequence- and chain-length specific synthetic polymers.