N-(5-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-6-oxo-1,6-dihydro-pyrimidin-2-yl)-benzamide | 667411-78-1

• 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: N-(5-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-6-oxo-1,6-dihydro-pyrimidin-2-yl)-benzamide
• 英文别名: N-[5-[(2R,4S,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-hydroxyoxolan-2-yl]-6-oxo-1H-pyrimidin-2-yl]benzamide
• CAS: 667411-78-1
• 化学式: C₃₇H₃₅N₃O₇
• 分子量: 633.701
• InChiKey: YQILOJUTAQUREL-WIHCDAFUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.24
• 重原子数：
  47.0
• 可旋转键数：
  11.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  132.0
• 氢给体数：
  3.0
• 氢受体数：
  8.0

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 、 N-(5-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-6-oxo-1,6-dihydro-pyrimidin-2-yl)-benzamide 在 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 1.17h， 以76%的产率得到Diisopropyl-phosphoramidous acid (2R,3S,5R)-5-(2-benzoylamino-6-oxo-1,6-dihydro-pyrimidin-5-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl ester 2-cyano-ethyl ester
  参考文献：
  名称：

  A Short, Efficient Synthesis of 2′-Deoxypseudoisocytidine Based on Heck-Chemistry

  摘要：

  A novel synthesis of 2'-deoxypseudoisocytidine as well as of its phosphoramidite building block for oligonucleotide synthesis is presented. The synthesis is based on Heck-coupling between N-protected pseudoisocytosine and a silyl protected furanoid glycal. With this procedure the corresponding phosphoramidite building block is obtained in 5 steps and an overall yield of 28%.

  DOI：

  10.1081/ncn-120025239
• 作为产物：
  描述：

  1,4-脱水-2-脱氧-3,5-二-O-[二甲基(2-甲基-2-丙基)硅烷基]-D-赤式-戊-1-烯糖 在 4-二甲氨基吡啶 、 N,O-双三甲硅基乙酰胺 、 三乙酰氧基硼氢化钠 、 氟化氢吡啶 、 溶剂黄146 作用下， 以 四氢呋喃 、 吡啶 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 59.0h， 生成 N-(5-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-6-oxo-1,6-dihydro-pyrimidin-2-yl)-benzamide
  参考文献：
  名称：

  A Short, Efficient Synthesis of 2′-Deoxypseudoisocytidine Based on Heck-Chemistry

  摘要：

  A novel synthesis of 2'-deoxypseudoisocytidine as well as of its phosphoramidite building block for oligonucleotide synthesis is presented. The synthesis is based on Heck-coupling between N-protected pseudoisocytosine and a silyl protected furanoid glycal. With this procedure the corresponding phosphoramidite building block is obtained in 5 steps and an overall yield of 28%.

  DOI：

  10.1081/ncn-120025239