methyl (2S)-2-[[[(2R,3S,5R)-3-acetyloxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy-[(2R,3S,5R)-2-(hydroxymethyl)-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl]oxyphosphoryl]amino]-3-hydroxypropanoate | 548775-55-9

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物
• 英文名称: methyl (2S)-2-[[[(2R,3S,5R)-3-acetyloxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy-[(2R,3S,5R)-2-(hydroxymethyl)-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl]oxyphosphoryl]amino]-3-hydroxypropanoate
• CAS: 548775-55-9
• 化学式: C₂₆H₃₆N₅O₁₅P
• 分子量: 689.57
• InChiKey: XOPWNBKJRWHZFZ-KWPIAGTHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.16
• 重原子数：
  47.0
• 可旋转键数：
  13.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  268.8
• 氢给体数：
  5.0
• 氢受体数：
  17.0

反应信息

• 作为反应物：
  描述：

  methyl (2S)-2-[[[(2R,3S,5R)-3-acetyloxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy-[(2R,3S,5R)-2-(hydroxymethyl)-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl]oxyphosphoryl]amino]-3-hydroxypropanoate 在 甲醇 作用下， 以 乙酸乙酯 为溶剂， 生成 (S)-3-Hydroxy-2-{[(2R,3S,5R)-2-hydroxymethyl-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yloxy]-methoxy-phosphorylamino}-propionic acid methyl ester 、 methyl (2S)-2-[[[(2R,3S,5R)-3-acetyloxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy-methoxyphosphoryl]amino]-3-hydroxypropanoate
  参考文献：
  名称：

  Synthesis of Serine/Alanine Conjugated 3′,5′-TpT

  摘要：

  Serine and alanine phosphoramidates conjugates of 3',5'-TpT 4, 5 were synthesized. The corresponding serine phosphoamidate possesses some unique properties due to the presence of the side chain hydroxyl group.

  DOI：

  10.1081/ncn-120018623
• 作为产物：
  描述：

  triethylammonium 5'-O-dimethoxytritylthymidine 3'-H-phosphonate 在 吡啶 、 三甲基乙酰氯 、 三乙胺 、 三氟乙酸 作用下， 以 水 、 乙酸乙酯 、 乙腈 为溶剂， 反应 2.66h， 生成 methyl (2S)-2-[[[(2R,3S,5R)-3-acetyloxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methoxy-[(2R,3S,5R)-2-(hydroxymethyl)-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl]oxyphosphoryl]amino]-3-hydroxypropanoate
  参考文献：
  名称：

  Synthesis of Serine/Alanine Conjugated 3′,5′-TpT

  摘要：

  Serine and alanine phosphoramidates conjugates of 3',5'-TpT 4, 5 were synthesized. The corresponding serine phosphoamidate possesses some unique properties due to the presence of the side chain hydroxyl group.

  DOI：

  10.1081/ncn-120018623