N-(1-phenylpropyl)methanesulfonamide

• 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: N-(1-phenylpropyl)methanesulfonamide
• 化学式: C₁₀H₁₅NO₂S
• 分子量: 213.301
• InChiKey: KSGMQXRDQWXTMW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  54.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  三乙基硼 、 N-methanesulfonyl benzylideneamine 以 正己烷 、 二氯甲烷 为溶剂， 反应 2.0h， 以81%的产率得到N-(1-phenylpropyl)methanesulfonamide
  参考文献：
  名称：

  Carbon radical addition to N-sulfonylimines mediated by triethylborane or zinc

  摘要：

  The utility of N-sulfonylimines as radical acceptors was investigated under the different reaction conditions such as the stannyl radical-mediated addition reaction, the triethylborane-mediated tin-free radical reaction, and the zinc-mediated aqueous-medium radical reaction. The alkyl radical addition reaction of N-sulfonylimines proceeded effectively without the activation by Lewis acid. These reactions were successfully extended to one-pot reactions for preparing a wide range of amine derivatives. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.12.031

文献信息

• Novel pyrrolidine compound and a process for preparing the same
  申请人：Moritani Yasunori

  公开号：US20070167440A1

  公开（公告）日：2007-07-19

  The present invention relates to a novel pyrrolidine compound, which has a potent antagonistic activity against central cannabinoid (CB1) receptor, having the formula [I]: wherein each of R 1 and R 2 is (A) optionally substituted aryl (or heteroaryl) group, or (B) both of the groups combine to form a group of the formula: one of R 3 and R 4 is hydrogen and another is hydrogen, hydroxyl, hydroxyalkyl, etc., or both of R 3 and R 4 combine to form oxo group, R 5 is hydrogen or alkyl, Y is single bond, oxygen atom or a group of the formula: —N(R 7 )—, R 6 is optionally substituted hydrocarbon group or optionally substituted cyclic group, R 7 is alkyl or alkyloxycarbonylalkyl, provided that R 6 is not 4-amino-5-chloro-2-methoxyphenyl group when Y is single bond and one of the R 3 and R 4 is hydrogen and another is hydroxymethyl, or a pharmaceutically acceptable salt thereof.

  本发明涉及一种新型吡咯烷化合物，其具有对中枢大麻素（CB1）受体的强烈拮抗活性，其化学式为[I]：其中，R1和R2中的每一个是（A）可选取的取代芳基（或杂环芳基）基团，或者（B）两个基团结合形成式的基团：R3和R4中的一个是氢，另一个是氢、羟基、羟基烷基等，或者R3和R4结合形成氧代基团，R5是氢或烷基，Y是单键、氧原子或式的基团：—N(R7)—，R6是可选取的取代的碳氢基团或可选取的取代的环状基团，R7是烷基或烷氧羰基烷基，但当Y为单键且R3和R4中的一个为氢，另一个为羟甲基时，R6不是4-氨基-5-氯-2-甲氧基苯基团，或其药学上可接受的盐。
• Ni/Photoredox-Catalyzed C(sp³)–C(sp³) Coupling between Aziridines and Acetals as Alcohol-Derived Alkyl Radical Precursors
  作者：Sun Dongbang、Abigail G. Doyle

  DOI：10.1021/jacs.2c09294

  日期：2022.11.2

  available C(sp3) precursors that afford valuable β-functionalized amines upon ring opening. In this article, we report a Ni/photoredox methodology for C(sp3)–C(sp3) cross-coupling between aziridines and methyl/1°/2° aliphatic alcohols activated as benzaldehyde dialkyl acetals. Orthogonal activation modes of each alkyl coupling partner facilitate cross-selectivity in the C(sp3)–C(sp3) bond-forming reaction:

  氮丙啶是容易获得的 C(sp 3 ) 前体，在开环时可提供有价值的 β-官能化胺。在本文中，我们报告了氮丙啶和活化为苯甲醛二烷基缩醛的甲基/1°/2°脂肪醇之间的C(sp 3 )–C(sp 3 )交叉偶联的Ni/光氧化还原方法。每个烷基偶联配偶体的正交激活模式促进了 C(sp 3 )–C(sp 3）成键反应：苯甲醛二烷基缩醛通过氢原子夺取和溴自由基（溴化物单电子氧化原位产生）的β-断裂而被激活，而氮丙啶在Ni中心通过还原被激活。我们证明，氮丙啶交叉偶联中传统提出的 Ni(II) 氮杂金属环并不是生产性交叉偶联中的中间体。相反，化学计量有机金属和线性自由能关系研究表明氮丙啶活化是通过 Ni(I) 氧化加成进行的，这是一个先前未探索的基本步骤。
• Chiral C1-symmetric diaminothiophosphoramide–Cu(I) catalyzed asymmetric addition of diethylzinc to N-sulfonylimines
  作者：Min Shi、Wen Zhang

  DOI：10.1016/j.tetasy.2003.09.031

  日期：2003.10

  In the presence of a catalytic amount of chiral diaminothiophosphoramide L7 (6 mol%) and Cu(I) (3 mol%), the asymmetric addition of diethylzinc to N-sulfonylimines could be achieved in good yields with moderate to good e.e. (50-74% e.e.) at 0degreesC in toluene. A novel chiral diaminothiophosphoramide ligand system for this asymmetric addition reaction has been explored. (C) 2003 Elsevier Ltd. All rights reserved.
• Chiral Binaphthylthiophosphoramide−Cu(I)-Catalyzed Asymmetric Addition of Diethylzinc to <i>N</i>-Sulfonylimines
  作者：Chun-Jiang Wang、Min Shi

  DOI：10.1021/jo034269n

  日期：2003.8.1

  In the presence of a catalytic amount of chiral binaphthylthiophosphoramide L2 (6 mol %) and Cu(I) (3 mol %), the asymmetric addition of diethylzinc to N-sulfonylimines could be achieved in good yields with moderate to high ee (63-93% ee) at 0 degreesC in toluene. A novel chiral binaphthylthiophosphoramide ligand system for this asymmetric addition reaction has been explored.
• US8034949B2
  申请人：——

  公开号：US8034949B2

  公开（公告）日：2011-10-11