acetic acid 3-acetoxy-2-acetoxymethyl-6-(1-{5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-ylmethoxy)-5-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-4-yl ester | 220895-39-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: acetic acid 3-acetoxy-2-acetoxymethyl-6-(1-{5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-ylmethoxy)-5-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-4-yl ester
• CAS: 220895-39-6
• 化学式: C₄₅H₄₈F₃N₃O₁₆
• 分子量: 943.882
• InChiKey: SSXLBGUQAKWKKI-MKJMCAOSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.93
• 重原子数：
  67.0
• 可旋转键数：
  17.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  238.47
• 氢给体数：
  3.0
• 氢受体数：
  17.0

反应信息

• 作为反应物：
  描述：

  2-氰乙基N,N-二异丙基氯亚磷酰胺 、 acetic acid 3-acetoxy-2-acetoxymethyl-6-(1-{5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-ylmethoxy)-5-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-4-yl ester 在 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以88%的产率得到[(2R,3S,4R,5R,6R)-3,4-diacetyloxy-6-[[1-[(2R,4S,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-[2-cyanoethoxy-[di(propan-2-yl)amino]phosphanyl]oxyoxolan-2-yl]-2,4-dioxopyrimidin-5-yl]methoxy]-5-[(2,2,2-trifluoroacetyl)amino]oxan-2-yl]methyl acetate
  参考文献：
  名称：

  Synthesis of 5-(2-amino-2-deoxy-β-d-glucopyranosyloxymethyl)-2′-deoxyuridine and its incorporation into oligothymidylates

  摘要：

  The protected 5-(2-amino-2-deoxy-beta-D-glucopyranosyloxymethyl)-2'-deoxyuridine phosphoramidite 15 has been prepared from uridine in 12 steps. When incorporated into oligodeoxyribonucleotides the novel nucleoside analog 5 leads to decreased binding affinity. This decrease is larger with a complementary RNA-strand than with a DNA complement. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00700-8
• 作为产物：
  描述：

  [(2R,3S,4R,5R,6R)-6-[[1-[(6aR,8R,9aS)-2,2,4,4-tetra(propan-2-yl)-6a,8,9,9a-tetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-8-yl]-2,4-dioxopyrimidin-5-yl]methoxy]-3,4-diacetyloxy-5-[(2,2,2-trifluoroacetyl)amino]oxan-2-yl]methyl acetate 在 吡啶 、 四丁基氟化铵 、 溶剂黄146 作用下， 以 四氢呋喃 为溶剂， 反应 4.5h， 生成 acetic acid 3-acetoxy-2-acetoxymethyl-6-(1-{5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-ylmethoxy)-5-(2,2,2-trifluoro-acetylamino)-tetrahydro-pyran-4-yl ester
  参考文献：
  名称：

  Synthesis of 5-(2-amino-2-deoxy-β-d-glucopyranosyloxymethyl)-2′-deoxyuridine and its incorporation into oligothymidylates

  摘要：

  The protected 5-(2-amino-2-deoxy-beta-D-glucopyranosyloxymethyl)-2'-deoxyuridine phosphoramidite 15 has been prepared from uridine in 12 steps. When incorporated into oligodeoxyribonucleotides the novel nucleoside analog 5 leads to decreased binding affinity. This decrease is larger with a complementary RNA-strand than with a DNA complement. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00700-8