2-Methylene-4-naphthalen-2-yl-butyric acid ethyl ester | 237394-15-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-Methylene-4-naphthalen-2-yl-butyric acid ethyl ester
• 英文别名: Ethyl 2-methylidene-4-naphthalen-2-ylbutanoate
• CAS: 237394-15-9
• 化学式: C₁₇H₁₈O₂
• 分子量: 254.329
• InChiKey: FWOJUPZATIKNNA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-Methylene-4-naphthalen-2-yl-butyric acid ethyl ester 在 sodium hydroxide 、 三甲基氯硅烷 、 二异丙胺 、 silver(l) oxide 作用下， 以 甲醇 、 氯仿 为溶剂， 反应 37.5h， 生成 2-[[1-Adamantyloxy-[2-phenyl-1-(phenylmethoxycarbonylamino)ethyl]phosphoryl]methyl]-4-naphthalen-2-ylbutanoic acid
  参考文献：
  名称：

  Phosphinic Pseudo-Tripeptides as Potent Inhibitors of Matrix Metalloproteinases:  A Structure−Activity Study

  摘要：

  Several phosphinic pseudo-tripeptides of general formula R-Xaa Psi (PO2-CH2)Xaa'-Yaa'-NH2 were synthesized and evaluated for their in vitro activities to inhibit stromelysin-3, gelatinases A and B, membrane type-1 matrix metalloproteinase, collagenases 1 and 2, and matrilysin. With the exception of collagenase-1 and matrilysin, phosphinic pseudo-tripeptides behave as highly potent inhibitors of matrix metalloproteinases, provided they contain in P-1' position an unusual long aryl-alkyl substituent. Study of structure-activity relationships regarding the influence of the R and Xaa' substituents in this series may contribute to the design of inhibitors able to block only a few members of the matrix metalloproteinase family.

  DOI：

  10.1021/jm9900164
• 作为产物：
  描述：

  2-萘甲醇 在 18-冠醚-6 、 (4,4'-二叔丁基-2,2'-联吡啶)双[(2-吡啶基)苯基]铱(III)六氟磷酸盐 、 N,N-二异丙基乙胺 、 potassium hydroxide 、 scandium tris(trifluoromethanesulfonate) 作用下， 以 1,2-二氯乙烷 、 甲苯 为溶剂， 反应 2.0h， 生成 2-Methylene-4-naphthalen-2-yl-butyric acid ethyl ester
  参考文献：
  名称：

  吡啶醚的可见光诱导脱氧和烯丙基化/乙烯基化

  摘要：

  在可见光催化下通过未活化醚的脱氧产生烷基自由基是迄今为止尚未解决的挑战。在此，我们报告了通过形成吡啶鎓盐的可见光诱导的吡啶基醚脱氧。生成的苄基自由基进一步与烯丙基/烯基砜反应，以良好至中等的产率提供一系列偶联产物。建议该过程经历一个还原淬火循环，该循环已通过化学、光学和电学实验进行了阐明。

  DOI：

  10.1021/acs.orglett.2c02756

文献信息

• Phosphinic Pseudo-Tripeptides as Potent Inhibitors of Matrix Metalloproteinases:  A Structure−Activity Study
  作者：Stamatia Vassiliou、Artur Mucha、Philippe Cuniasse、Dimitris Georgiadis、Karine Lucet-Levannier、Fabrice Beau、Rama Kannan、Gillian Murphy、Vera Knäuper、Marie-Christine Rio、Paul Basset、Athanasios Yiotakis、Vincent Dive

  DOI：10.1021/jm9900164

  日期：1999.7.1

  Several phosphinic pseudo-tripeptides of general formula R-Xaa Psi (PO2-CH2)Xaa'-Yaa'-NH2 were synthesized and evaluated for their in vitro activities to inhibit stromelysin-3, gelatinases A and B, membrane type-1 matrix metalloproteinase, collagenases 1 and 2, and matrilysin. With the exception of collagenase-1 and matrilysin, phosphinic pseudo-tripeptides behave as highly potent inhibitors of matrix metalloproteinases, provided they contain in P-1' position an unusual long aryl-alkyl substituent. Study of structure-activity relationships regarding the influence of the R and Xaa' substituents in this series may contribute to the design of inhibitors able to block only a few members of the matrix metalloproteinase family.
• Visible Light-Induced Deoxygenation and Allylation/Vinylation of Pyridyl Ethers
  作者：Fan Wang、Yuwen Tang、Xiang Li、Jingtian Chen、Jingyue Yang

  DOI：10.1021/acs.orglett.2c02756

  日期：2022.10.14

  The generation of alkyl radicals by deoxygenation of unactivated ethers under visible light catalysis is a hitherto unmet challenge. Herein, we report a visible light-induced deoxygenation of pyridyl ethers via formation of their pyridinium salts. The generated benzylic radicals further react with allyl/alkenyl sulfones to provide a series of coupling products in good to moderate yields. This process

  在可见光催化下通过未活化醚的脱氧产生烷基自由基是迄今为止尚未解决的挑战。在此，我们报告了通过形成吡啶鎓盐的可见光诱导的吡啶基醚脱氧。生成的苄基自由基进一步与烯丙基/烯基砜反应，以良好至中等的产率提供一系列偶联产物。建议该过程经历一个还原淬火循环，该循环已通过化学、光学和电学实验进行了阐明。