环戊基2-甲氧基苯基甲酮 | 7063-68-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 环戊基2-甲氧基苯基甲酮
• 英文名称: cyclopentyl(2-methoxyphenyl)methanone
• 英文别名: Cyclopentyl-<2-methoxy-phenyl>-keton；Cyclopentyl-(2-methoxy-phenyl)-keton；cyclopentyl-(2-methoxyphenyl)methanone
• CAS: 7063-68-5
• 化学式: C₁₃H₁₆O₂
• mdl: MFCD03841294
• 分子量: 204.269
• InChiKey: AZPZSUSFTBSXLY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.461
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2914509090

反应信息

• 作为反应物：
  描述：

  环戊基2-甲氧基苯基甲酮 在 吡啶 、 三氯化硼 作用下， 以 二氯甲烷 为溶剂， 生成 trifluoromethanesulfonic acid 2-cyclopentanecarbonylphenyl ester
  参考文献：
  名称：

  Unexpected Migration and Oxidative Cyclization of Substituted 2-Acetophenone Triflates under Basic Conditions:  Synthetic and Mechanistic Insights

  摘要：

  Oxidative ring closure of alkyl-substituted 2-hydroxyacetophenone trifluoromethanesulfonate esters (triflates) occurs upon exposure to base in anaerobic DMF at 20-90 degreesC. Alkyl substitution is required for ring closure. A migrated enol triflate product forms at lower temperature in high yield via migration of the trifluoromethanesulfonate in the unsubstituted and monoalkyl-substituted cases. The alkyl-substituted enol triflates also enter into the benzofuran-3-one ring-forming process under thermal cyclization conditions. Potential mechanistic pathways are evaluated.

  DOI：

  10.1021/jo0352023
• 作为产物：
  描述：

  环戊烷 、 邻甲氧基苯甲醛 在 二叔丁基过氧化物 作用下， 反应 1.0h， 以61%的产率得到环戊基2-甲氧基苯基甲酮
  参考文献：
  名称：

  Synthesis of Ketones through Microwave Irradiation Promoted Metal-Free Alkylation of Aldehydes by Activation of C(sp³)–H Bond

  摘要：

  In this paper, a novel methodology for the synthesis of ketones via microwave irradiation promoted direct alkylation of aldehydes by activation of the inert C(sp(3))-H bond has been developed. Notably, the reactions were accomplished under metal-free conditions and used commercially available aldehydes and cycloalkanes as substrates without prefunctionalization. By using this novel method, an alternative synthetic approach toward the key intermediates for the preparation of the pharmaceutically valuable oxaspiroketone derivatives was successfully established.

  DOI：

  10.1021/acs.joc.5b01824

文献信息

• Copper-dipyridylphosphine-catalyzed hydrosilylation: enantioselective synthesis of aryl- and heteroarylcycloalkyl alcohols
  作者：Shan-Bin Qi、Min Li、Shijun Li、Ji-Ning Zhou、Jun-Wen Wu、Feng Yu、Xi-Chang Zhang、Albert S. C. Chan、Jing Wu

  DOI：10.1039/c2ob27040d

  日期：——

  hydrosilylation of a vast array of aryl cycloalkyl ketones with different ring sizes was studied systematically for the first time (up to 99% enantiomeric excess). The results demonstrated that the steric size of cycloalkyl groups has a significant influence on the reaction outcomes. The first stereoselective formation of a selection of cyclohexyl heteroaryl alcohols of up to 97% enantiopurity was realized

  首次系统地研究了非贵金属铜催化的各种不同环尺寸的芳基环烷基酮的对映选择性氢化硅烷化（对映体过量高达99％）。结果表明，环烷基的空间大小对反应结果有重要影响。还实现了对映体纯度高达97％的环己基杂芳基醇的选择的首次立体选择性形成。在某些环己基吡啶基酮的还原中，观察到温度对醇产物的对映体纯度和绝对构型都有显着影响。
• [EN] THERAPEUTIC COMPOUNDS<br/>[FR] COMPOSÉS THÉRAPEUTIQUES
  申请人：SMALL PHARMA LTD

  公开号：WO2019077332A1

  公开（公告）日：2019-04-25

  The present invention provides a compound of Formula I, or a pharmaceutically acceptable salt thereof, wherein ≃ is selected from a single bond and a double bond, wherein ≃ is 1, 2 or 3, wherein R1, R2, R3, R4, R5, and R6 are each selected from H and C1-C4 alkyl, and wherein when ≃ is a single bond R7 is selected from OH, O-(C1-C4 alkyl), -OPO3H2 and -OSO3H, and when ≃ is a double bond R7 is selected from H and C1-C4 alkyl.

  本发明提供了式I的化合物或其药学上可接受的盐，其中≃选择自单键和双键，其中≃为1、2或3，其中R1、R2、R3、R4、R5和R6各自选择自H和C1-C4烷基，当≃为单键时，R7选择自OH、O-(C1-C4烷基)、-OPO3H2和-OSO3H，当≃为双键时，R7选择自H和C1-C4烷基。
• Direct Catalytic Asymmetric Three-Component Kabachnik-Fields Reaction
  作者：Xu Cheng、Richard Goddard、Gernot Buth、Benjamin List

  DOI：10.1002/anie.200801173

  日期：2008.6.23
• NIYAZOV A. N.; ATLYEV X. M.; HAMATOB B. K., TURKMSSR YLYML. AKAD. XABARLARY. FIZ.-TEXN., XIM. BE GEOL. YLYML. CEP., I+
  作者：NIYAZOV A. N.、 ATLYEV X. M.、 HAMATOB B. K.

  DOI：——

  日期：——
• US3956316A
  申请人：——

  公开号：US3956316A

  公开（公告）日：1976-05-11