N6-triphenylphosphinimino-<(2'α,3'α)-O-isopropylidendioxy-4'-(2''-carboxamidoprop-3''-en-1''-yl)-cyclopent-1'β-yl>-9-H-adenine | 219635-97-9

• 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: N6-triphenylphosphinimino-<(2'α,3'α)-O-isopropylidendioxy-4'-(2''-carboxamidoprop-3''-en-1''-yl)-cyclopent-1'β-yl>-9-H-adenine
• 英文别名: 2-[[(3aS,4R,6S,6aR)-2,2-dimethyl-4-[6-[(triphenyl-lambda5-phosphanylidene)amino]purin-9-yl]-4,5,6,6a-tetrahydro-3aH-cyclopenta[d][1,3]dioxol-6-yl]methyl]prop-2-enamide；2-[[(3aS,4R,6S,6aR)-2,2-dimethyl-4-[6-[(triphenyl-λ5-phosphanylidene)amino]purin-9-yl]-4,5,6,6a-tetrahydro-3aH-cyclopenta[d][1,3]dioxol-6-yl]methyl]prop-2-enamide
• CAS: 219635-97-9
• 化学式: C₃₅H₃₅N₆O₃P
• 分子量: 618.675
• InChiKey: BGVUTQRNEJLJMO-BYOKKUFVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  45
• 可旋转键数：
  8
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  118
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  N-((苄氧基)羰基)-3-碘-L-丙氨酸甲酯 、 N6-triphenylphosphinimino-<(2'α,3'α)-O-isopropylidendioxy-4'-(2''-carboxamidoprop-3''-en-1''-yl)-cyclopent-1'β-yl>-9-H-adenine 在 铜 、 锌 作用下， 以 水 、 乙腈 为溶剂， 反应 5.0h， 生成 N6-triphenylphosphinimino-<2'α,3'α-O-isopropylidendioxy-4'-(5''S-benzyloxycarbonylamino)-2''(R)-carboxamido-5''-S-(methoxycarbonylpent-1''-yl)-cyclopent-1'-β-yl>-9-H-adenine 、 N6-triphenylphosphinimino-<2'α,3'α-O-isopropylidendioxy-4'-(5''S-benzyloxycarbonylamino)-2''(S)-carboxamido-5''-S-(methoxycarbonylpent-1''-yl)-cyclopent-1'-β-yl>-9-H-adenine
  参考文献：
  名称：

  A Synthetic Approach to Carbocyclic Sinefungin

  摘要：

  An approach to an asymmetric synthesis of carbocyclic sinefungin (cSF) 2 is proposed. The sequence, which uses an original radical based chemistry for C-C bond formation, led to the immediate precursor 18 of the protected desired compound. While the overall yield is modest, it is noticeable that only a limited number of steps are needed to obtain the target compound.

  DOI：

  10.1080/07328319808004308
• 作为产物：
  描述：

  (1R,4S)-1-(9-adenyl)-4-hydroxycyclopent-2-ene 在 sodium hydroxide 、 copper(l) iodide 、 四氧化锇 、 十二/十四烷基二甲基氧化胺 、 tri-iodoimidazole 、 对甲苯磺酸 、 锌 作用下， 以 吡啶 、 甲醇 、 水 、 乙酸乙酯 、 N,N-二甲基甲酰胺 、 丙酮 、 甲苯 、 乙腈 为溶剂， 反应 121.0h， 生成 N6-triphenylphosphinimino-<(2'α,3'α)-O-isopropylidendioxy-4'-(2''-carboxamidoprop-3''-en-1''-yl)-cyclopent-1'β-yl>-9-H-adenine
  参考文献：
  名称：

  A Synthetic Approach to Carbocyclic Sinefungin

  摘要：

  An approach to an asymmetric synthesis of carbocyclic sinefungin (cSF) 2 is proposed. The sequence, which uses an original radical based chemistry for C-C bond formation, led to the immediate precursor 18 of the protected desired compound. While the overall yield is modest, it is noticeable that only a limited number of steps are needed to obtain the target compound.

  DOI：

  10.1080/07328319808004308

文献信息

• A Synthetic Approach to Carbocyclic Sinefungin
  作者：Adilson D. Da Silva、Edmilson JoseMaria、Pierre Blanchard、Jean-Louis Fourrey、Malka Robert-Gero

  DOI：10.1080/07328319808004308

  日期：1998.12

  An approach to an asymmetric synthesis of carbocyclic sinefungin (cSF) 2 is proposed. The sequence, which uses an original radical based chemistry for C-C bond formation, led to the immediate precursor 18 of the protected desired compound. While the overall yield is modest, it is noticeable that only a limited number of steps are needed to obtain the target compound.