3,5-di-tert-butyl-2-hydroxy-benzenesulfonyl chloride | 1016647-56-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3,5-di-tert-butyl-2-hydroxy-benzenesulfonyl chloride
• 英文别名: 3,5-ditert-butyl-2-hydroxybenzenesulfonyl chloride
• CAS: 1016647-56-5
• 化学式: C₁₄H₂₁ClO₃S
• 分子量: 304.838
• InChiKey: KHBDLSLIEYYYNE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  62.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3,5-di-tert-butyl-2-hydroxy-benzenesulfonyl chloride 、 1-(3,5-bis(trifluoromethyl)phenyl)-3-((1R,2R)-2-((4-(dimethylamino)pyridin-2-yl)amino)cyclohexyl)thiourea 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以72%的产率得到3,5-ditert-butyl-N-[(1R,2R)-2-[[4-(dimethylamino)pyridin-2-yl]amino]cyclohexyl]-2-hydroxybenzenesulfonamide
  参考文献：
  名称：

  Cu-Catalyzed Selective Mono-N-pyridylation: Direct Access to 2-AminoDMAP/Sulfonamides as Bifunctional Organocatalysts

  摘要：

  Direct and selective mono-N-pyridylation of trans-(R,R)-cyclohexane-1,2-diamine is described here. Facile preparation of a novel chiral 2-aminoDMAP core catalaphore via Cu catalysis has led to the development of various sulfonamide/2-aminoDMAPs as bifunctional acid/base organocatalysts (most in two steps overall), which have been shown to very effectively promote asymmetric conjugate addition of acetylacetone to trans-beta-nitroolefins with good to excellent yields (87-93%) and enantioselectivites (up to 99%).

  DOI：

  10.1021/jo302713b

文献信息

• [EN] SULFONAMIDE DERIVATIVES<br/>[FR] DERIVES DE SULFONAMIDE
  申请人：NOVO NORDISK AS

  公开号：WO2005105712A1

  公开（公告）日：2005-11-10

  Novel sulfon amide derivatives are chemical uncouplers useful e.g. for the treatment of obesity.

  小说磺酰胺衍生物是化学解偶联剂，可用于治疗肥胖等疾病。
• Sulfonamide Derivatives
  申请人：Christiansen Lise Brown

  公开号：US20080255240A1

  公开（公告）日：2008-10-16

  Novel sulfon amide derivatives are chemical uncouplers useful e.g. for the treatment of obesity.

  新型磺酰胺衍生物是化学解偶联剂，可用于例如肥胖症的治疗。
• SULFONAMIDE DERIVATIVES
  申请人：NOVO NORDISK A/S

  公开号：EP1756025A1

  公开（公告）日：2007-02-28
• Cu-Catalyzed Selective Mono-<i>N</i>-pyridylation: Direct Access to 2-AminoDMAP/Sulfonamides as Bifunctional Organocatalysts
  作者：Murat Isik、Cihangir Tanyeli

  DOI：10.1021/jo302713b

  日期：2013.2.15

  Direct and selective mono-N-pyridylation of trans-(R,R)-cyclohexane-1,2-diamine is described here. Facile preparation of a novel chiral 2-aminoDMAP core catalaphore via Cu catalysis has led to the development of various sulfonamide/2-aminoDMAPs as bifunctional acid/base organocatalysts (most in two steps overall), which have been shown to very effectively promote asymmetric conjugate addition of acetylacetone to trans-beta-nitroolefins with good to excellent yields (87-93%) and enantioselectivites (up to 99%).