3-tert-butyldiphenylsilyloxy-2-fluoropropanal | 151021-56-6

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: 3-tert-butyldiphenylsilyloxy-2-fluoropropanal
• 英文别名: 3-{[Tert-butyl(diphenyl)silyl]oxy}-2-fluoropropanal；3-[tert-butyl(diphenyl)silyl]oxy-2-fluoropropanal
• CAS: 151021-56-6
• 化学式: C₁₉H₂₃FO₂Si
• 分子量: 330.474
• InChiKey: LCKIBRGAORKDIX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  23
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (±)-2-(1-amino-2-methylpropyl)-3-benzyl-7-chloroquinazolin-4(3H)-one 、 3-tert-butyldiphenylsilyloxy-2-fluoropropanal 在 4 A molecular sieve 、 三乙酰氧基硼氢化钠 、 溶剂黄146 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 3-benzyl-2-[(1-(3-tert-butyldiphenylsilyloxy-2-fluoropropyl)amino)-2-methylpropyl]-7-chloroquinazolin-4(3H)-one
  参考文献：
  名称：

  WO2006/78598

  摘要：

  公开号：
• 作为产物：
  描述：

  Tert-butyl-(2-fluorobut-3-enoxy)-diphenylsilane 在 臭氧 作用下， 以 二氯甲烷 为溶剂， 以95%的产率得到3-tert-butyldiphenylsilyloxy-2-fluoropropanal
  参考文献：
  名称：

  Synthesis of 2-fluoro-3-buten-1-ol

  摘要：

  The synthesis of the previously unreported alcohol, 2-fluoro-3-buten-1-ol (1), was accomplished by the reaction of butadiene monoxide with pyridinium poly(hydrogen fluoride). Alcohol 1 was obtained as a mixture with pyridine after distillation. Direct use of the pyridine/fluoroalcohol mixture for reaction with t-butyldiphenylsilyl (TBDPS) chloride gave the silyl ether which was readily purified by silica gel chromatography. Ozonolysis of the silyl ether gave the corresponding fluoroaldehyde. The procedure described offers a useful route to 1 and its derivatives.

  DOI：

  10.1016/s0022-1139(00)80101-3

文献信息

• Mitotic Kinesin Inhibitors
  申请人：Coleman Paul J.

  公开号：US20090124641A1

  公开（公告）日：2009-05-14

  The present invention relates to fluorinated 2-aminomethylquinazolinone derivatives that are useful for treating cellular proliferative diseases, for treating disorders associated with KSP kinesin activity, and for inhibiting KSP kinesin. The invention also related to compositions which comprise these compounds, and methods of using them to treat cancer in mammals.

  本发明涉及氟化2-氨甲基喹唑啉酮衍生物，其可用于治疗细胞增殖性疾病，治疗与KSP动力蛋白酶活性相关的疾病，并抑制KSP动力蛋白酶。本发明还涉及包含这些化合物的组合物以及使用它们治疗哺乳动物癌症的方法。
• Mitotic kinesin inhibitors
  申请人：Merck & Co. Inc.

  公开号：US07632839B2

  公开（公告）日：2009-12-15

  The present invention relates to fluorinated aminoalkyl-4-oxo-3,4-dihydropyrido[3,4-d]pyrimidine derivatives that are useful for treating cellular proliferative diseases, for treating disorders associated with KSP kinesin activity, and for inhibiting KSP kinesin. The invention also related to compositions which comprise these compounds, and methods of using them to treat cancer in mammals.

  本发明涉及氟化氨基烷基-4-氧代-3,4-二氢吡咯[3,4-d]嘧啶衍生物，其可用于治疗细胞增殖性疾病、治疗与KSP肌动蛋白活性相关的疾病以及抑制KSP肌动蛋白。本发明还涉及包含这些化合物的组合物和使用它们治疗哺乳动物癌症的方法。
• WO2006/78575
  申请人：——

  公开号：——

  公开（公告）日：——
• WO2006/78574
  申请人：——

  公开号：——

  公开（公告）日：——
• Synthesis of 2-fluoro-3-buten-1-ol
  作者：C.Y. Robinson、V. John

  DOI：10.1016/s0022-1139(00)80101-3

  日期：1993.6

  The synthesis of the previously unreported alcohol, 2-fluoro-3-buten-1-ol (1), was accomplished by the reaction of butadiene monoxide with pyridinium poly(hydrogen fluoride). Alcohol 1 was obtained as a mixture with pyridine after distillation. Direct use of the pyridine/fluoroalcohol mixture for reaction with t-butyldiphenylsilyl (TBDPS) chloride gave the silyl ether which was readily purified by silica gel chromatography. Ozonolysis of the silyl ether gave the corresponding fluoroaldehyde. The procedure described offers a useful route to 1 and its derivatives.