1-[(2R,6S)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-4-(4-nitro-phenylsulfanyl)-morpholin-2-yl]-4-chloro-6-methoxy-3-methyl-1H-pyrazolo[3,4-b]quinoline | 175543-85-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 1-[(2R,6S)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-4-(4-nitro-phenylsulfanyl)-morpholin-2-yl]-4-chloro-6-methoxy-3-methyl-1H-pyrazolo[3,4-b]quinoline
• 英文别名: tert-butyl-[[(2S,6R)-6-(4-chloro-6-methoxy-3-methylpyrazolo[3,4-b]quinolin-1-yl)-4-(4-nitrophenyl)sulfanylmorpholin-2-yl]methoxy]-dimethylsilane
• CAS: 175543-85-8
• 化学式: C₂₉H₃₆ClN₅O₅SSi
• 分子量: 630.24
• InChiKey: HYHQVZCMHBUAMA-SQJMNOBHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.39
• 重原子数：
  42
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  133
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  1-[(2R,6S)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-4-(4-nitro-phenylsulfanyl)-morpholin-2-yl]-4-chloro-6-methoxy-3-methyl-1H-pyrazolo[3,4-b]quinoline 在 氢氟酸 作用下， 以 乙腈 为溶剂， 生成 [(2S,6R)-6-(4-Chloro-6-methoxy-3-methyl-pyrazolo[3,4-b]quinolin-1-yl)-4-(4-nitro-phenylsulfanyl)-morpholin-2-yl]-methanol
  参考文献：
  名称：

  Synthesis and evaluation of pyrazolo[3,4-b]quinoline ribofuranosides and their derivatives as inhibitors of oncogenic Ras

  摘要：

  A series of pyrazolo[3,4-b]quinoline ribofuranosides were prepared using the glycosylation methodology of Vorbruggen. Oxidative cleavage of the ribose moiety in 6 furnished the dialdehyde intermediate 36, which cyclizes upon reductive amination providing the morpholino compound 37. Derivatives from both the ribose and morpholino series were evaluated for their ability to inhibit the nucleotide exchange process of oncogenic Ras.(1a)

  DOI：

  10.1016/0960-894x(95)00574-d
• 作为产物：
  描述：

  4-氯-6-甲氧基-3-甲基-1H-吡唑并[3,4-b]喹啉 在 甲醇 、 sodium periodate 、 三氟甲磺酸三甲基硅酯 、 (NH₄)4B₂O₇ 、 氨 、 sodium cyanoborohydride 、 三甲基硅烷基二乙胺 作用下， 以 甲醇 、 水 为溶剂， 反应 74.0h， 生成 1-[(2R,6S)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-4-(4-nitro-phenylsulfanyl)-morpholin-2-yl]-4-chloro-6-methoxy-3-methyl-1H-pyrazolo[3,4-b]quinoline
  参考文献：
  名称：

  Synthesis and evaluation of pyrazolo[3,4-b]quinoline ribofuranosides and their derivatives as inhibitors of oncogenic Ras

  摘要：

  A series of pyrazolo[3,4-b]quinoline ribofuranosides were prepared using the glycosylation methodology of Vorbruggen. Oxidative cleavage of the ribose moiety in 6 furnished the dialdehyde intermediate 36, which cyclizes upon reductive amination providing the morpholino compound 37. Derivatives from both the ribose and morpholino series were evaluated for their ability to inhibit the nucleotide exchange process of oncogenic Ras.(1a)

  DOI：

  10.1016/0960-894x(95)00574-d