toluene-4-sulfonic acid 2-methylpent-4-enyl ester | 132857-79-5

• 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: toluene-4-sulfonic acid 2-methylpent-4-enyl ester
• 英文别名: 2-Methylpent-4-enyl 4-methylbenzenesulfonate
• CAS: 132857-79-5
• 化学式: C₁₃H₁₈O₃S
• 分子量: 254.35
• InChiKey: HNSWDWSICDZCMZ-UHFFFAOYSA-N

物化性质

• 沸点：
  364.1±21.0 °C(Predicted)
• 密度：
  1.097±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  51.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  toluene-4-sulfonic acid 2-methylpent-4-enyl ester 在 potassium carbonate 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 36.0h， 生成 C₁₇H₂₅NO
  参考文献：
  名称：

  通过亚胺离子活化芳烃：分子内光环加成反应的产物多样性

  摘要：

  苯甲醛衍生的亚胺离子1在光化学级联反应中形成苯并氧杂环产物2 ( n= 0,1)。根据两个关键取代基（R、R 1 ）观察到结构不同的产物3 （间位光环加成）和4 （aza Paternò-Büchi 反应）。

  DOI：

  10.1002/anie.202208329
• 作为产物：
  描述：

  2-methylpent-4-en-1-ol 以65%的产率得到
  参考文献：
  名称：

  ASHCROFT, M. R.;BOUGEARD, P.;BURY, A.;COOKSEY, CH. J.;JOHNSON, M. D.;HUNG+, J. ORG. CHEM., 1984, 49, N 10, 1751-1761

  摘要：

  DOI：

文献信息

• Determining the Scope of the Organolanthanide-Catalyzed, Sequential Intramolecular Amination/Cyclization Reaction:  Formation of Substituted Quinolizidines, Indolizidines, and Pyrrolizidines
  作者：Gary A. Molander、Shawn K. Pack

  DOI：10.1021/jo035205f

  日期：2003.11.1

  The scope of the lanthanide-mediated, intramolecular amination/cyclization reaction was determined for the formation of substituted quinolizidines, indolizidines, and pyrrolizidines. A methyl group was installed at diverse positions in the substrates to determine the sense and magnitude of diastereoselection. High diastereoselectivity (>20:1) was achieved for the formation of some quinolizidines and

  确定了镧系元素介导的分子内胺化/环化反应的范围，以形成取代的喹oli嗪，吲哚并idine和吡咯并idine。甲基被安装在基板中的不同位置，以确定非立体定向的意义和大小。对于一些喹di嗪和吲哚并idine啶的形成，实现了高非对映选择性（> 20：1）。相对非对称感应的感觉与先前研究的系统相反，尽管仍然存在一些问题，但对这些结果提出了合理化的建议。
• Electrochemical aminotrifluoromethylation of unactivated alkenes with Langlois’ reagent as the CF₃ source
  作者：Tongshun An、Xiaowen Qin、Chenwei Liu、Weiheng Yuan、Tanyu Song、Zhiping Yin

  DOI：10.1039/d3nj04705a

  日期：——

  cyclization cascade process in 43–80% yields. Mechanistic investigations indicated that this reaction may be initiated with the formation of a CF3 radical through anodic single-electron transfer oxidation. The great benefit of this protocol is avoiding the use of metal catalysts and oxidants. More importantly, the late-stage modification of celecoxib and large-scale synthesis have revealed exceptionally

  从容易获得的胺中直接合成三氟甲基化 N-杂环引起了学术界的极大兴趣。在此，我们建立了一种通用且可持续的电化学方法来合成各种三氟甲基化吡咯烷。通过利用廉价且易于获得的 Langlois' 试剂作为 CF 3的来源，通过三氟甲基化/环化级联过程将多种未活化的烯烃转化为相应的杂环，产率达到 43-80%。机理研究表明该反应可能是通过阳极单电子转移氧化形成CF 3自由基引发的。该方案的巨大好处是避免使用金属催化剂和氧化剂。更重要的是，塞来昔布的后期修饰和大规模合成揭示了本方法的异常有益和潜在的应用。
• Ring Closure Reactions of Substituted 4-Pentenyl-1-oxy Radicals. The Stereoselective Synthesis of Functionalized Disubstituted Tetrahydrofurans
  作者：Jens Hartung、Fabienne Gallou

  DOI：10.1021/jo00126a021

  日期：1995.10

  N-(Alkyloxy)pyridine-2( VT)-thiones 3 and benzenesulfenic acid O-esters 5 have been synthesized from substituted 4-pentenols 1 or the derived tosylates. Compounds 3 and 5 are efficient sources of free alkoxy radicals 6 which undergo synthetically useful fast ring closure reactions 6 --> 8 [k(exo) = (2 +/- 1) x 10(8) s(-1) to (6 +/- 2) x 10(9) s(-1) (T = 30 +/- 0.2 degrees C)]. Tetrahydrofurfuryl radicals 8 can be trapped with, e.g., hydrogen or chlorine atom donors to afford either trans- or cis-disubstituted tetrahydrofurans 10 or 12 depending on the substitution pattern of the 4-pentenyloxy radical. Substituted tetrahydropyrans 11 or 13 are formed in the minor 6-endo-trig cyclization. According to the data of competition kinetics, the observed stereoselectivities in free alkoxy radical cyclizations arise from steric interactions between the substituents in the transition state of the ring closure reactions. Alkyl substituents cause small differences in the measured relative rate constants of B-exo cyclizations which are reminiscent of the data obtained from the rearrangements of alkyl-substituted 5-hexenyl radicals. Likewise, a stereochemical model for oxygen radical cyclization is proposed where the pentenyloxy chain adopts a six-membered, chairlike transition state with the alkyl substituents preferentially situated in the pseudoequatorial positions leading to 2,5-trans-, 2,4-cis-, and 2,3-trans-substituted tetrahydrofurfuryl radicals 8 as the major intermediates.
• COMPOUNDS THAT INHIBIT MCL-1 PROTEIN
  申请人：AMGEN INC.

  公开号：US20210230189A1

  公开（公告）日：2021-07-29

  Provided herein are myeloid cell leukemia 1 protein (Mcl-1) inhibitors, methods of their preparation, related pharmaceutical compositions, and methods of using the same. For example, provided herein are compounds of Formula I, and pharmaceutically acceptable salts thereof and pharmaceutical compositions containing the compounds. The compounds and compositions provided herein may be used, for example, in the treatment of diseases or conditions, such as cancer.
• ASHCROFT, M. R.;BOUGEARD, P.;BURY, A.;COOKSEY, CH. J.;JOHNSON, M. D.;HUNG+, J. ORG. CHEM., 1984, 49, N 10, 1751-1761
  作者：ASHCROFT, M. R.、BOUGEARD, P.、BURY, A.、COOKSEY, CH. J.、JOHNSON, M. D.、HUNG+

  DOI：——

  日期：——