4,N-dimethyl-N-(1-methylheptyl)benzenesulfonamide

• 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: 4,N-dimethyl-N-(1-methylheptyl)benzenesulfonamide
• 英文别名: N,4-dimethyl-N-octan-2-ylbenzenesulfonamide
• 化学式: C₁₆H₂₇NO₂S
• 分子量: 297.462
• InChiKey: BEGGYZIIAZQKDA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  20
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  45.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  仲辛醇 、 N-甲基对甲苯磺酰胺 在 DEAD-TPP 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以53%的产率得到4,N-dimethyl-N-(1-methylheptyl)benzenesulfonamide
  参考文献：
  名称：

  N,N,N',N'-四甲基偶氮二甲酰胺 (TMAD)，一种用于光信反应的新型多功能试剂。其在合成仲胺中的应用

  摘要：

  N,N,N',N'-四甲基偶氮二甲酰胺，TMAD，当与苯中的三丁基膦结合使用时，比传统的偶氮二甲酸二乙酯或最近开发的 1,1'-（偶氮二羰基）二哌啶在光信反应中更通用。从 N-苄基三氟乙酰胺高效两步合成苄基巴豆胺证明了该试剂的有用性。

  DOI：

  10.1246/cl.1994.539

文献信息

• Carbon-carbon bond formation with new Mitsunobu reagents
  作者：Tetsuto Tsunoda、Miwa Nagaku、Chisato Nagino、Yumi Kawamura、Fumie Ozaki、Hideaki Hioki、Shô Itô

  DOI：10.1016/0040-4039(95)00300-2

  日期：1995.4

  derivatives and a stabilized phosphorane in the Mitsunobu type CC bond formation was compared utilizing the reactions of three nucleophiles of different pKa′S and several alcohols of different structure types. The study established the characteristics of each reagent. The synthesis of two insect pheromone analogs was accomplished effectively using these homologation reactions.

  利用三种不同p K a 'S的亲核试剂与几种不同结构类型的醇的反应，比较了三种三氮杂羧酸衍生物和稳定的膦烷在Mitsunobu型CC键形成中的效率。该研究确定了每种试剂的特性。使用这些同源反应可有效完成两种昆虫信息素类似物的合成。
• Novel reactivity of stabilized methylenetributylphosphorane: A new mitsunobu reagent
  作者：Tetsuto Tsunoda、Fumie Ozaki、Shô Itô

  DOI：10.1016/s0040-4039(00)73326-0

  日期：1994.7

  Cyanomethylenetributylphosphorane was shown to mediate the direct condensation of alcohols with O- and N-nucleophiles. A secondary alcohol, 2-octanol, reacted satisfactorily with Walden inversion of its carbinyl carbon.

  氰基亚甲基三丁基磷烷显示出介导醇与O-和N-亲核试剂的直接缩合。甲仲醇，2-辛醇，以其carbinyl碳的瓦尔登翻转令人满意地反应。
• <i>N</i>,<i>N</i>,<i>N</i>′,<i>N</i>′-Tetramethylazodicarboxamide (TMAD), A New Versatile Reagent for Mitsunobu Reaction. Its Application to Synthesis of Secondary Amines
  作者：Tetsuto Tsunoda、Junko Otsuka、Yoshiko Yamamiya、Shô Itô

  DOI：10.1246/cl.1994.539

  日期：1994.3

  N,N,N′,N′-Tetramethylazodicarboxamide, TMAD, was found to be more versatile in the Mitsunobu reaction than traditional diethyl azodicarboxylate or recently developed 1,1′-(azodicarbonyl)dipiperidine, when used in combination with tributylphosphine in benzene. The usefulness of the reagent was demonstrated by the highly efficient two-step synthesis of benzylcrotylamine from N-benzyltrifluoroacetamide

  N,N,N',N'-四甲基偶氮二甲酰胺，TMAD，当与苯中的三丁基膦结合使用时，比传统的偶氮二甲酸二乙酯或最近开发的 1,1'-（偶氮二羰基）二哌啶在光信反应中更通用。从 N-苄基三氟乙酰胺高效两步合成苄基巴豆胺证明了该试剂的有用性。
• AZODICARBOXYLIC ACID BIS(2-ALKOXYETHYL) ESTER COMPOUND, AND PRODUCTION INTERMEDIATE THEREOF
  申请人：Hagiya Kazutake

  公开号：US20100048881A1

  公开（公告）日：2010-02-25

  Provided is an industrially safe and useful azodicarboxylic acid bis(2-alkoxyethyl) ester compound that is useful for the Mitsunobu reaction in which it is used in combination with a phosphorus compound to carry out a dehydration condensation reaction, and also useful as an oxidizing agent, and a starting material for various synthetic processes. Also provided are a production intermediate of the above-described compound, and methods for producing these compounds. An azodicarboxylic acid bis(2-alkoxyethyl) ester compound represented by formula (1); wherein A represents an alkyl group having 1 to 10 carbon atoms.

  提供了一种在Mitsunobu反应中与磷化合物结合使用进行脱水缩合反应、作为氧化剂以及各种合成过程的起始物质的工业安全和有用的二(2-烷氧乙基)偶氮二甲酸酯化合物。还提供了上述化合物的生产中间体以及生产这些化合物的方法。一种由式(1)表示的二(2-烷氧乙基)偶氮二甲酸酯化合物；其中A表示具有1至10个碳原子的烷基。
• 1,1′-(azodicarbonyl)dipiperidine-tributylphosphine, a new reagent system for mitsunobu reaction
  作者：Tetsuto Tsunoda、Yoshiko Yamamiya、Shô Itô

  DOI：10.1016/0040-4039(93)85029-v

  日期：1993.3

  The 1,1'-(azodicarbonyl)dipiperidine (ADDP)-tributylphosphine (TBP) system was developed as a new substitute of the Mitsunobu reagent. The new system activates nitrogen or carbon nucleophiles, known to be innert or poorly reactive with the Mitsunobu reagent, to react with alcohols satisfactorily forming C-N or C-C bonds. The inversion of stereogenic carbinyl carbons was confirmed in the acylaltion reaction of two sec-alcohols.