1-(5-azido-3,5-dideoxy-3-methoxycarbonylmethyl-β-D-ribofuranosyl)thymine | 242812-30-2

• 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: 1-(5-azido-3,5-dideoxy-3-methoxycarbonylmethyl-β-D-ribofuranosyl)thymine
• 英文别名: methyl 2-[(2S,3S,4R,5R)-2-(azidomethyl)-4-hydroxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl]acetate
• CAS: 242812-30-2
• 化学式: C₁₃H₁₇N₅O₆
• 分子量: 339.308
• InChiKey: IKNDSBUCXMJIEM-FWSPBBIJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  120
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  1-(5-azido-3,5-dideoxy-3-methoxycarbonylmethyl-β-D-ribofuranosyl)thymine 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 反应 0.5h， 以65.2%的产率得到1-(5-amino-3,5-dideoxy-3-methoxycarbonylmethyl-β-D-ribofuranosyl)thymine
  参考文献：
  名称：

  Synthesis of 1-(5-amino-3,5-dideoxy-3-methoxycarbonylmethyl-β-d-ribofuranosyl)thymine

  摘要：

  In order to synthesize amide-linked antisense oligonucleotides, a general chemical approach was developed for the synthesis of building blocks in which an amino group and a carboxylic group are contained at the 5' and 3' positions of a nucleoside. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(99)00057-9
• 作为产物：
  描述：

  1-(2-O-acetyl-5-O-benzoyl-3-deoxy-3-methoxycarbonylmethyl-β-D-ribofuranosyl)thymine 在 吡啶 、 sodium azide 、 potassium carbonate 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 74.0h， 生成 1-(5-azido-3,5-dideoxy-3-methoxycarbonylmethyl-β-D-ribofuranosyl)thymine
  参考文献：
  名称：

  Synthesis of 1-(5-amino-3,5-dideoxy-3-methoxycarbonylmethyl-β-d-ribofuranosyl)thymine

  摘要：

  In order to synthesize amide-linked antisense oligonucleotides, a general chemical approach was developed for the synthesis of building blocks in which an amino group and a carboxylic group are contained at the 5' and 3' positions of a nucleoside. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(99)00057-9

文献信息

• Synthesis of 1-(5-amino-3,5-dideoxy-3-methoxycarbonylmethyl-β-d-ribofuranosyl)thymine
  作者：Dong-Mei Lu、Ji-Mei Min、Li-He Zhang

  DOI：10.1016/s0008-6215(99)00057-9

  日期：1999.4

  In order to synthesize amide-linked antisense oligonucleotides, a general chemical approach was developed for the synthesis of building blocks in which an amino group and a carboxylic group are contained at the 5' and 3' positions of a nucleoside. (C) 1999 Elsevier Science Ltd. All rights reserved.