methyl 2-O-acetyl-5-O-benzoyl-3-deoxy-3-methoxycarbonylmethyl-β-D-ribofuranoside | 242812-28-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: methyl 2-O-acetyl-5-O-benzoyl-3-deoxy-3-methoxycarbonylmethyl-β-D-ribofuranoside
• 英文别名: [(2S,3R,4R,5R)-4-acetyloxy-5-methoxy-3-(2-methoxy-2-oxoethyl)oxolan-2-yl]methyl benzoate
• CAS: 242812-28-8
• 化学式: C₁₈H₂₂O₈
• 分子量: 366.368
• InChiKey: UBMHMGWORKIBLZ-GZOSKZMVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  26
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  97.4
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  methyl 2-O-acetyl-5-O-benzoyl-3-deoxy-3-methoxycarbonylmethyl-β-D-ribofuranoside 在 吡啶 、 (NH₄)SO₄ 、 potassium carbonate 、 六甲基二硅氮烷 作用下， 以 甲醇 为溶剂， 反应 64.5h， 生成 [(2S,3S,4R,5R)-4-Hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-(toluene-4-sulfonyloxymethyl)-tetrahydro-furan-3-yl]-acetic acid methyl ester
  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：

  乙酸酐 、 methyl 5-O-benzoyl-3-deoxy-3-ethoxycarbonylmethyl-1,2-O-isopropylidene-β-D-ribofuranoside 以 吡啶 为溶剂， 生成 methyl 2-O-acetyl-5-O-benzoyl-3-deoxy-3-methoxycarbonylmethyl-β-D-ribofuranoside
  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