(S)-N-methoxy-N,4-dimethyl-2-(4-methylphenylsulfonamido)pentanamide | 1232168-38-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (S)-N-methoxy-N,4-dimethyl-2-(4-methylphenylsulfonamido)pentanamide
• 英文别名: (2S)-N-methoxy-N,4-dimethyl-2-[(4-methylphenyl)sulfonylamino]pentanamide
• CAS: 1232168-38-5
• 化学式: C₁₅H₂₄N₂O₄S
• 分子量: 328.433
• InChiKey: VFNRNLFALOVXMM-AWEZNQCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  84.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (S)-N-methoxy-N,4-dimethyl-2-(4-methylphenylsulfonamido)pentanamide 、 3-溴丙炔 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 24.0h， 以227.4 mg的产率得到(S)-2-(N-(prop-2-ynyl)-4-methylphenylsulfonamido)-N-methoxy-N,4-dimethylpentanamide
  参考文献：
  名称：

  Diastereoselective Syntheses of Functionalized Five-Membered Carbocycles and Heterocycles by a SmI₂-Promoted Intramolecular Coupling of Bromoalkynes and α,β-Unsaturated Esters

  摘要：

  An intramolecular coupling of bromoalkynes with alpha,beta-unsaturated esters afforded functionalized five-membered carbocycles and heterocycles with high diastereoselectivities in excellent yields. The vinyl bromides newly generated as the products serve as adequate intermediates for further chemical modification.

  DOI：

  10.1021/ol101034s
• 作为产物：
  描述：

  (S)-4-methyl-2-(toluene-4-sulfonamido)pentanoic acid 、 二甲羟胺盐酸盐 在 N,N'-羰基二咪唑 作用下， 以 二氯甲烷 为溶剂， 生成 (S)-N-methoxy-N,4-dimethyl-2-(4-methylphenylsulfonamido)pentanamide
  参考文献：
  名称：

  Diastereoselective Syntheses of Functionalized Five-Membered Carbocycles and Heterocycles by a SmI₂-Promoted Intramolecular Coupling of Bromoalkynes and α,β-Unsaturated Esters

  摘要：

  An intramolecular coupling of bromoalkynes with alpha,beta-unsaturated esters afforded functionalized five-membered carbocycles and heterocycles with high diastereoselectivities in excellent yields. The vinyl bromides newly generated as the products serve as adequate intermediates for further chemical modification.

  DOI：

  10.1021/ol101034s

文献信息

• An efficient [3+2] annulation for the asymmetric synthesis of densely-functionalized pyrrolidinones and γ-butenolides
  作者：Hui Qian、Song Sun、Wanxiang Zhao、Jianwei Sun

  DOI：10.1039/d0cc05188h

  日期：——

  [3+2] annulation of siloxy alkynes that provides robust access to highly enantioenriched, densely-substituted pyrrolidinones and γ-butenolides, whose direct synthesis remains challenging. This process also represents a rare asymmetric synthesis of enantrioenriched molecules from siloxy alkynes.

  本文公开了一种新的[3 + 2]硅烷氧基炔烃环化反应，可提供对苯二酚和γ-丁烯化物的高度对映体富集，致密取代的吡咯烷酮和它们的直接合成方法，这些化合物的直接合成仍具有挑战性。该过程还代表了从甲硅烷氧基炔烃中稀有的对映体富集分子的罕见不对称合成。
• NOVEL COMPOUND HAVING ANTICANCER ACTIVITY, AND METHOD FOR PRODUCING SAME
  申请人：Medicinal Bioconvergence Research Center

  公开号：EP3939968A1

  公开（公告）日：2022-01-19

  The present invention pertains to a novel compound having anticancer activity, and a method for producing same, and more specifically, to a novel compound that exhibits excellent anticancer activity by inhibiting the expression of AIMP2-DX2, and a method for producing same. The compound represented by chemical formula 1 according to the present invention is highly effective in inhibiting the expression of AIMP2-DX2, and thus can be very advantageously used for the development of agents for treating various diseases, in particular cancer, caused by AIMP2-DX2.

  本发明涉及一种具有抗癌活性的新型化合物及其生产方法，更具体地说，涉及一种通过抑制 AIMP2-DX2 的表达而表现出优异抗癌活性的新型化合物及其生产方法。根据本发明的化学式 1 所代表的化合物在抑制 AIMP2-DX2 的表达方面非常有效，因此可以非常有利地用于开发治疗由 AIMP2-DX2 引起的各种疾病，特别是癌症的药物。
• [EN] NOVEL COMPOUND HAVING ANTICANCER ACTIVITY, AND METHOD FOR PRODUCING SAME<br/>[FR] NOUVEAU COMPOSÉ AYANT UNE ACTIVITÉ ANTICANCÉREUSE, ET PROCÉDÉ DE PRODUCTION ASSOCIÉ<br/>[KO] 항암활성을 갖는 신규한 화합물 및 이의 제조방법
  申请人：MEDICINAL BIOCONVERGENCE RES CT

  公开号：WO2020204548A1

  公开（公告）日：2020-10-08

  본 발명은 항암활성을 갖는 신규한 화합물 및 이의 제조방법에 관한 것으로, 보다 상세하게는 AIMP2-DX2의 발현을 억제하여 우수한 항암활성을 나타내는 신규한 화합물 및 이의 제조방법에 관한 것이다. 본 발명에 따른 상기 화학식 1로 표시되는 화합물은 AIMP2-DX2의 발현을 저해하는 효과가 매우 우수하여, AIMP2-DX2에 의해 유발되는 다양한 질환들, 특히 암 치료제 개발에 매우 유용하게 활용될 수 있다.
• Diastereoselective Syntheses of Functionalized Five-Membered Carbocycles and Heterocycles by a SmI₂-Promoted Intramolecular Coupling of Bromoalkynes and α,β-Unsaturated Esters
  作者：Kazunori Takahashi、Toshio Honda

  DOI：10.1021/ol101034s

  日期：2010.7.2

  An intramolecular coupling of bromoalkynes with alpha,beta-unsaturated esters afforded functionalized five-membered carbocycles and heterocycles with high diastereoselectivities in excellent yields. The vinyl bromides newly generated as the products serve as adequate intermediates for further chemical modification.