N,N-bis(trimethylsilyl)-2-aminothiazole | 32284-60-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: N,N-bis(trimethylsilyl)-2-aminothiazole
• 英文别名: N,N-bis(trimethylsilyl)-1,3-thiazol-2-amine
• CAS: 32284-60-9
• 化学式: C₉H₂₀N₂SSi₂
• 分子量: 244.508
• InChiKey: DGYGWQMHKDIVSM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.62
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  44.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-庚酮 、 N,N-bis(trimethylsilyl)-2-aminothiazole 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 生成 4-(2-Amino-1,3-thiazol-5-yl)heptan-4-ol
  参考文献：
  名称：

  Thiazole-diamides as potent γ-secretase inhibitors

  摘要：

  The thiazole-diamide series (1) has been identified as highly potent gamma-secretase inhibitors. Several representative compounds showed IC50 values of < 0.3 nM. The synthesis and SAR, as well as a radiolabeled synthesis of [H-3]-2a, are described. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.08.035
• 作为产物：
  描述：

  2-氨基噻唑 、 三甲基氯硅烷 在 正丁基锂 作用下， 生成 N,N-bis(trimethylsilyl)-2-aminothiazole
  参考文献：
  名称：

  The preparation and fungicidal activity of a series of thiazolyl- and isothiazoiyl-diarylcarbinols

  摘要：

  从5-锂异噻唑制备了（异噻唑-5-基）二芳基甲醇。通过5-锂-2-溴异噻唑或5-锂-2-三甲基硅基异噻唑，随后去除2-取代基，获得了相应的（噻唑-5-基）二芳基甲醇。通过保护2-氨基噻唑为其双（三甲基硅基）衍生物制备了相应的2-氨基噻唑-5-基甲醇。将生物活性与杂环N原子处的计算电子密度进行了比较。

  DOI：

  10.1139/v88-262

文献信息

• Thiazole-diamides as potent γ-secretase inhibitors
  作者：Yuhpyng L. Chen、Kevin Cherry、Michael L. Corman、Charles F. Ebbinghaus、Chandra B. Gamlath、Dane Liston、Barbara-Anne Martin、Christine E. Oborski、Barbara G. Sahagan

  DOI：10.1016/j.bmcl.2007.08.035

  日期：2007.10

  The thiazole-diamide series (1) has been identified as highly potent gamma-secretase inhibitors. Several representative compounds showed IC50 values of < 0.3 nM. The synthesis and SAR, as well as a radiolabeled synthesis of [H-3]-2a, are described. (c) 2007 Elsevier Ltd. All rights reserved.
• The preparation and fungicidal activity of a series of thiazolyl- and isothiazoiyl-diarylcarbinols
  作者：Alan R. Katritzky、Kathleen S. Laurenzo、Douglas I. Relyea

  DOI：10.1139/v88-262

  日期：1988.7.1

  (Isothiazol-5-yl)diarylcarbinols were prepared from 5-lithioisothiazole. (Thiazol-5-yl)diarylcarbinols were obtained via 5-lithio-2-bromothiazole or 5-lithio-2-trimethylsilylthiazole with subsequent removal of the 2-substituent. Corresponding 2-aminothiazol-5-ylcarbinols were made by protecting 2-aminothiazole as its bis(trimethylsilyl) derivative. Biological activities were compared to the calculated electron densities at the heterocyclic N-atoms.

  从5-锂异噻唑制备了（异噻唑-5-基）二芳基甲醇。通过5-锂-2-溴异噻唑或5-锂-2-三甲基硅基异噻唑，随后去除2-取代基，获得了相应的（噻唑-5-基）二芳基甲醇。通过保护2-氨基噻唑为其双（三甲基硅基）衍生物制备了相应的2-氨基噻唑-5-基甲醇。将生物活性与杂环N原子处的计算电子密度进行了比较。