N-(sec-butyl)benzo[d]thiazole-2-sulfonamide | 1258934-29-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: N-(sec-butyl)benzo[d]thiazole-2-sulfonamide
• CAS: 1258934-29-0
• 化学式: C₁₁H₁₄N₂O₂S₂
• 分子量: 270.376
• InChiKey: KTDNEDRMRBNJMA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.37
• 重原子数：
  17.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  59.06
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  N-(sec-butyl)benzo[d]thiazole-2-sulfonamide 在 palladium diacetate 、 乙酸酐 、 potassium carbonate 作用下， 以 甲醇 、 甲苯 为溶剂， 反应 24.0h， 生成 N-(4-hydroxybutan-2-yl)benzo[d]thiazole-2-sulfonamide
  参考文献：
  名称：

  Pd-Catalyzed Acetoxylation of γ-C(sp³)–H Bonds of Amines Directed by a Removable Bts-Protecting Group

  摘要：

  Pd-catalyzed acetoxylation of γ-C(sp³)-H bonds directed by Bts-protected amines using inexpensive PhI(OAc)₂ as oxidant is reported. The Bts-protecting group is easily introduced and removed under mild conditions. This protocol provides an important strategy for the construction of γ-hydroxyl amine derivatives.

  DOI：

  10.1021/acs.joc.7b02995
• 作为产物：
  描述：

  仲丁胺 、 苯并噻唑-2-基磺酰氯 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 N-(sec-butyl)benzo[d]thiazole-2-sulfonamide
  参考文献：
  名称：

  Pd-Catalyzed Acetoxylation of γ-C(sp³)–H Bonds of Amines Directed by a Removable Bts-Protecting Group

  摘要：

  Pd-catalyzed acetoxylation of γ-C(sp³)-H bonds directed by Bts-protected amines using inexpensive PhI(OAc)₂ as oxidant is reported. The Bts-protecting group is easily introduced and removed under mild conditions. This protocol provides an important strategy for the construction of γ-hydroxyl amine derivatives.

  DOI：

  10.1021/acs.joc.7b02995

文献信息

• Ring Opening of Pymisyl‐Protected Aziridines with Organocuprates
  作者：Jan Bornholdt、Jakob Felding、Rasmus P. Clausen、Jesper L. Kristensen

  DOI：10.1002/chem.201001026

  日期：2010.11.2

  The pyrimidine‐2‐sulfonyl (pymisyl) group is introduced as a new protecting group that can be used to activate aziridines towards ring opening. It is readily introduced and removed under mild conditions. Regioselective ring opening of pymisyl‐protected 2‐methyl‐aziridine with organocuprates gives the corresponding sulfonamides in high yields, and the pymisyl group can subsequently be removed upon treatment

  引入了嘧啶-2-磺酰基（嘧啶基）作为新的保护基，可用于激活氮丙啶向开环的方向移动。它很容易在温和的条件下引入和除去。嘧啶保护的2-甲基氮丙啶与有机铜的区域选择性开环可得到高产率的相应磺酰胺，随后可在用硫醇盐处理后除去嘧啶基。这种新的氮保护基团的多功能性可以通过新合成的司来吉兰（一种用于治疗帕金森氏病的单胺氧化酶-B抑制剂）的合成来说明。