4-methyl-N-(2-methylbutyl)benzenesulfonamide | 109950-07-4

• 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-methyl-N-(2-methylbutyl)benzenesulfonamide
• 英文别名: N-(2-methylbutyl)-4-methylbenzenesulfonamide
• CAS: 109950-07-4
• 化学式: C₁₂H₁₉NO₂S
• 分子量: 241.354
• InChiKey: UISODJYIHOVNSR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  54.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-methyl-N-(2-methylbutyl)benzenesulfonamide 在 disodium hydrogenphosphate 、 (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate 、 三氯异氰尿酸 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 19.0h， 生成 3-methyl-1-tosylpyrrolidine
  参考文献：
  名称：

  Visible-Light-Promoted Remote C(sp³)–H Amidation and Chlorination

  摘要：

  A visible-light-promoted C(sp(3))-H amidation and chlorination of N-chlorosulfonamides (NCSs) is reported. This remote C(sp(3))-H functionalization can be achieved in weak basic solution at room temperature with as little as 0.1 mol % of a photocatalyst. A variety of nitrogen-containing heterocycles (up to 94% yield) and chlorides (up to 93% yield) are prepared from NCSs. Late-stage C(sp3)H functionalization of complex and biologically important (-)-cis-myrtanylamine and (+)-dehydroabietylamine derivatives can also be achieved with excellent yields and regioselectivity.

  DOI：

  10.1021/acs.orglett.5b00582
• 作为产物：
  描述：

  2-甲基丁醇 、 对甲苯磺酰胺 在 bis[dichloro(pentamethylcyclopentadienyl)iridium(III)] 、 potassium tert-butylate 作用下， 以 甲苯 为溶剂， 反应 17.0h， 以92%的产率得到4-methyl-N-(2-methylbutyl)benzenesulfonamide
  参考文献：
  名称：

  Simple and Versatile Catalytic System for N-Alkylation of Sulfonamides with Various Alcohols

  摘要：

  A simple and versatile catalytic system for N-alkylation of sulfonamides with various alcohols based on a catalytic hydrogen transfer reaction has been developed under a low catalyst loading of [Cp*IrCl2](2) (0.050-1.5 mol %) in the presence of t-BuOK. A variety of N-alkylated sulfonamides were prepared in good to excellent yields. Mechanistic investigations revealed that the key catalytic species in the present system is a sulfonylimido-bridged unsaturated diiridium complex [(Cp*lr)(2)(mu-NTs)(2)].

  DOI：

  10.1021/ol1002434

文献信息

• MODULATORS OF ATP-BINDING CASSETTE TRANSPORTERS
  申请人：Hadida-Ruah Sara

  公开号：US20110172229A1

  公开（公告）日：2011-07-14

  Compounds of the present invention, and pharmaceutically acceptable compositions thereof, are useful as modulators of ATP-Binding Cassette (“ABC”) transporters or fragments thereof, including Cystic Fibrosis Transmembrane Conductance Regulator (“CFTR”). The present invention also relates to methods of treating ABC transporter mediated diseases using compounds of the present invention.

  本发明的化合物及其药学上可接受的组合物，可用作ATP结合盒（“ABC”）转运蛋白或其片段的调节剂，包括囊性纤维化跨膜导电调节器（“CFTR”）。本发明还涉及使用本发明的化合物治疗ABC转运蛋白介导的疾病的方法。
• Modulators of ATP-Binding Cassette Transporters
  申请人：Hadida Ruah Sara S.

  公开号：US20120322798A1

  公开（公告）日：2012-12-20

  Compounds of the present invention, and pharmaceutically acceptable compositions thereof, are useful as modulators of ATP-Binding Cassette (“ABC”) transporters or fragments thereof, including Cystic Fibrosis Transmembrane Conductance Regulator (“CFTC”). The present invention also relates to methods of treating ABC transporter mediated diseases using compounds of the present invention.

  本发明的化合物及其药学上可接受的组成物，可用作ATP结合盒（“ABC”）转运蛋白或其片段的调节剂，包括囊性纤维化跨膜传导调节因子（“CFTC”）。本发明还涉及使用本发明的化合物治疗ABC转运蛋白介导的疾病的方法。
• Copper-Catalyzed, Interrupted Remote Fluoromethylthiolation of Unactivated C(sp3)-H Bonds
  作者：Fan Yu、Wengui Wang、Shoufeng Wang

  DOI：10.1021/acs.orglett.4c00336

  日期：2024.3.15

  An efficient copper-catalyzed selective fluoromethylthiolation of an inert δ-C(sp3)–H bond in sulfonamides was reported. In the presence of a copper catalyst and PhSO2SRf, the radical generated through 1,5-hydrogen atom transfer (HAT) was sufficiently trapped by PhSO2SRf, instead of copper, which was prevalent in metal-catalyzed radical-relay processes, incorporating a fluoromethylthio group into molecules

  报道了磺酰胺中惰性 δ-C(sp 3 )-H 键的高效铜催化选择性氟甲基硫基化反应。在铜催化剂和PhSO 2 SR f的存在下，通过1,5-氢原子转移（HAT）产生的自由基被PhSO 2 SR f充分捕获，而不是金属催化自由基继电器中普遍存在的铜。过程，将氟甲硫基结合到分子中。通用的底物范围和温和的条件使该方法在医药和农用化学品中具有广泛的潜在应用。
• Electrooxidative rearrangement of tosylamino group: Facile synthesis of α-amino aldehydes from primary amines
  作者：Tatsuya Shono、Yoshihiro Matsumura、Susumu Katoh、Kenji Inoue、Yonetatsu Matsumoto

  DOI：10.1016/s0040-4039(00)85404-0

  日期：1986.1
• SHONO TATSUYA; MATSUMURA YOSHIHIRO; KATOH SUSUMU; INOUE KENJI; MATSUMOTO +, TETRAHEDRON LETT., 27,(1986) N 50, 6083-6086
  作者：SHONO TATSUYA、 MATSUMURA YOSHIHIRO、 KATOH SUSUMU、 INOUE KENJI、 MATSUMOTO +

  DOI：——

  日期：——