1-tert-butyl-5-(2,2,2-trifluoroethylthio)-1H-tetrazole | 1465812-77-4

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 1-tert-butyl-5-(2,2,2-trifluoroethylthio)-1H-tetrazole
• 英文别名: 1-tert-butyl-1H-tetrazol-5-yl 2,2,2-trifluoroethyl sulfide；1-Tert-butyl-5-(2,2,2-trifluoroethylsulfanyl)tetrazole
• CAS: 1465812-77-4
• 化学式: C₇H₁₁F₃N₄S
• 分子量: 240.252
• InChiKey: QNJRIXVLCVIQTR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  68.9
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1-tert-butyl-5-(2,2,2-trifluoroethylthio)-1H-tetrazole 在 双氧水 作用下， 以 乙醇 、 水 为溶剂， 反应 96.0h， 以1.12 g的产率得到1-tert-butyl-5-(2,2,2-trifluoroethylsulfonyl)-1H-tetrazole
  参考文献：
  名称：

  Julia–Kocienski approach to trifluoromethyl-substituted alkenes

  摘要：

  A Julia-Kocienski approach to trifluoromethyl-substituted alkenes was evaluated in the reactions of 1,3-benzothiazol-2-yl, 1-phenyl-1H-tetrazol-5-yl, and 1-tbutyl-1H-tetrazol-5-yl 2,2,2-trifluoroethyl sulfones with aldehydes. Among the various conditions tested, the best yields were obtained with 1-phenyl-1H-tetrazol-5-yl 2,2,2-trifluoroethyl sulfone, in CsF-mediated, room temperature olefinations in DMSO. Aromatic aldehydes gave (trifluoromethyl)vinyl derivatives in 23-86% yields, with generally moderate stereoselectivity. Straightforward synthesis of the Julia-Kocienski reagent, and conversion to trifluoromethyl-substituted alkenes under mild reaction conditions, are the advantages of this approach. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.08.069
• 作为产物：
  描述：

  2-碘-1,1,1-三氟乙烷 、 1-叔丁基-1,4-二氢四唑-5-硫酮 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 23.0h， 生成 1-tert-butyl-5-(2,2,2-trifluoroethylthio)-1H-tetrazole
  参考文献：
  名称：

  Julia–Kocienski approach to trifluoromethyl-substituted alkenes

  摘要：

  A Julia-Kocienski approach to trifluoromethyl-substituted alkenes was evaluated in the reactions of 1,3-benzothiazol-2-yl, 1-phenyl-1H-tetrazol-5-yl, and 1-tbutyl-1H-tetrazol-5-yl 2,2,2-trifluoroethyl sulfones with aldehydes. Among the various conditions tested, the best yields were obtained with 1-phenyl-1H-tetrazol-5-yl 2,2,2-trifluoroethyl sulfone, in CsF-mediated, room temperature olefinations in DMSO. Aromatic aldehydes gave (trifluoromethyl)vinyl derivatives in 23-86% yields, with generally moderate stereoselectivity. Straightforward synthesis of the Julia-Kocienski reagent, and conversion to trifluoromethyl-substituted alkenes under mild reaction conditions, are the advantages of this approach. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.08.069

文献信息

• PROTEIN KINASE C INHIBITORS AND USES THEREOF
  申请人：Singh Rajinder

  公开号：US20100204208A1

  公开（公告）日：2010-08-12

  This disclosure concerns compounds which are useful as inhibitors of protein kinase C (PKC) and are thus useful for treating a variety of diseases and disorders that are mediated or sustained through the activity of PKC. This disclosure also relates to pharmaceutical compositions comprising these compounds, methods of using these compounds in the treatment of various diseases and disorders, processes for preparing these compounds and intermediates useful in these processes.

  这项披露涉及作为蛋白激酶C（PKC）抑制剂有用的化合物，因此可用于治疗通过PKC活性介导或维持的各种疾病和疾病。该披露还涉及包含这些化合物的药物组合物，使用这些化合物治疗各种疾病和疾病的方法，制备这些化合物的过程以及在这些过程中有用的中间体。
• US8377924B2
  申请人：——

  公开号：US8377924B2

  公开（公告）日：2013-02-19
• Julia–Kocienski approach to trifluoromethyl-substituted alkenes
  作者：Deborah O. Ayeni、Samir K. Mandal、Barbara Zajc

  DOI：10.1016/j.tetlet.2013.08.069

  日期：2013.11

  A Julia-Kocienski approach to trifluoromethyl-substituted alkenes was evaluated in the reactions of 1,3-benzothiazol-2-yl, 1-phenyl-1H-tetrazol-5-yl, and 1-tbutyl-1H-tetrazol-5-yl 2,2,2-trifluoroethyl sulfones with aldehydes. Among the various conditions tested, the best yields were obtained with 1-phenyl-1H-tetrazol-5-yl 2,2,2-trifluoroethyl sulfone, in CsF-mediated, room temperature olefinations in DMSO. Aromatic aldehydes gave (trifluoromethyl)vinyl derivatives in 23-86% yields, with generally moderate stereoselectivity. Straightforward synthesis of the Julia-Kocienski reagent, and conversion to trifluoromethyl-substituted alkenes under mild reaction conditions, are the advantages of this approach. (C) 2013 Elsevier Ltd. All rights reserved.