methyl 2-methylenedecanoate | 29580-01-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: methyl 2-methylenedecanoate
• 英文别名: Methyl 2-methylidenedecanoate
• CAS: 29580-01-6
• 化学式: C₁₂H₂₂O₂
• 分子量: 198.305
• InChiKey: LELQLZSEBGMRDK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  14
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 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：

  methyl 2-methylenedecanoate 在 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 2.0h， 以80%的产率得到2-methylenedecanoic acid
  参考文献：
  名称：

  合理设计的AMACR 1A抑制剂的构效关系

  摘要：

  α-甲基酰基辅酶A消旋酶（AMACR；P504S）是一种很有前途的治疗前列腺癌和其他癌症的新型药物靶点。由于“外消旋”反应的可逆性和分离差向异构体产品的困难，酶活性的测定很困难；因此，很少有抑制剂被描述，也没有进行结构-活性关系研究。本文描述了第一个构效关系研究，其中评估了一系列 23 种已知和潜在的合理 AMACR 抑制剂。AMACR 被有效抑制（IC 50 = 400–750 nM) 由布洛芬酰辅酶 A 和衍生物制成。效力与抑制剂的亲脂性呈正相关。AMACR 也受到直链和支链酰基辅酶 A 酯的抑制，其效力与抑制剂的亲脂性呈正相关。2-甲基癸酰基-CoA约为。抑制剂比癸酰辅酶 A 强 3 倍，证明了 2-甲基对有效抑制的重要性。还研究了具有修饰的酰基辅酶A核心的消除底物和化合物，并显示它们是有效的抑制剂。这些结果首次证明了合理的 AMACR 抑制剂的构效关系，并且可以通过酰基辅酶 A 的

  DOI：

  10.1016/j.bioorg.2018.04.024
• 作为产物：
  描述：

  methyl 2-carboxydecanoate 在 聚合甲醛 、 二乙胺 作用下， 反应 48.0h， 生成 methyl 2-methylenedecanoate
  参考文献：
  名称：

  Phosphinate, sulfonate, and sulfonamidate dipeptides as potential inhibitors of Escherichia coli aminopeptidase N

  摘要：

  In an effort to prepare novel inhibitors of bacterial aminopeptidase N (PepN), the phosphinate, propenylphosphinate, decylphosphinate, sulfonate, and sulfonamidate analogs of Ala-Ala were synthesized and tested as inhibitors. Phosphinate I was shown to inhibit PepN with a K-i of 10 mu M, and propenylphosphinate 2 and decylphosphinate 3 inhibited PepN with a K-i of ca. 1 mu M. Sulfonate and sulfonamidate analogs did not inhibit PepN. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.08.055

文献信息

• Simple, Chemoselective, Catalytic Olefin Isomerization
  作者：Steven W. M. Crossley、Francis Barabé、Ryan A. Shenvi

  DOI：10.1021/ja5105602

  日期：2014.12.3

  Catalytic amounts of Co(SaltBu,tBu)Cl and organosilane irreversibly isomerize terminal alkenes by one position. The same catalysts effect cycloisomerization of dienes and retrocycloisomerization of strained rings. Strong Lewis bases like amines and imidazoles, and labile functionalities like epoxides, are tolerated.

  催化量的 Co(SaltBu,tBu)Cl 和有机硅烷不可逆地使末端烯烃异构化一个位置。相同的催化剂影响二烯的环异构化和应变环的逆环异构化。可以耐受强路易斯碱（如胺和咪唑）和不稳定的官能团（如环氧化物）。
• Room-temperature Pd-catalyzed methoxycarbonylation of terminal alkynes with high branched selectivity enabled by bisphosphine-picolinamide ligand
  作者：Ding Liu、Miaolin Ke、Tong Ru、Yingtang Ning、Fen-Er Chen

  DOI：10.1039/d1cc06098h

  日期：——

  The challenging room temperature Pd-catalyzed methoxycarbonylation for a wide array of alkynes with excellent branched selectivity has been developed.

  已开发出具有出色支链选择性的广泛烯烃室温Pd催化的甲氧羰基化反应。
• The total synthesis of <b>(<scp>−</scp>)</b>-strempeliopine <i>via</i> palladium-catalyzed decarboxylative asymmetric allylic alkylation
  作者：Yi An、Mengjuan Wu、Weijian Li、Yaling Li、Zhenzhen Wang、Yansong Xue、Pei Tang、Fener Chen

  DOI：10.1039/d1cc06278f

  日期：——

  In the work reported herein, the concise and enantioselective total synthesis of the Schizozygine alkaloid (−)-strempeliopine was developed. This synthetic strategy featured the palladium-catalyzed decarboxylative asymmetric allylic alkylation of N-benzoyl lactam to set up the absolute configuration at the C20 position, a highly diastereoselective one-pot Bischler–Napieralski/lactamization and iminium

  在本文报道的工作中，开发了Schizozygine生物碱 (-)-strempeliopine的简明和对映选择性全合成。该合成策略的特点是钯催化的N-苯甲酰基内酰胺的脱羧不对称烯丙基烷基化在 C20 位建立绝对构型，高度非对映选择性的一锅 Bischler-Napieralski/内酰胺化和亚胺还原序列用于构建五环核心结构，以及吲哚的后期去芳烃添加，导致难以实现的具有完全控制四个相邻立体中心的六环二氢吲哚框架。
• Molecular Healing of Polymeric Materials, Coatings, Plastics, Elastomers, Composites, Laminates, Adhesives, and Sealants by Active Enzymes
  申请人：McDaniel C. Steven

  公开号：US20100210745A1

  公开（公告）日：2010-08-19

  Disclosed herein are polymeric materials such as a coating, a plastic, a laminate, a composite, an elastomer, an adhesive, or a sealant; a surface treatment such as a textile finish or a wax; a filler for such a polymeric material or a surface treatment that includes an enzyme such as an esterase (e.g., a lipolytic enzyme, a sulfuric ester hydrolase, an organophosphorus compound degradation enzyme), an enzyme (e.g., a lysozyme, a lytic transglycosylase) that degrades a cell wall and/or a cell membrane component, a biocidal or biostatic peotide, and/or a peptidase. Also disclosed herein are methods of altering a material's property such as service life, flexability, or rigidity, by incorporation of an enzyme into a material capable of being chemically crosslinked by the activity of a lipolytic enzyme, a hydrolase, and/or a urease.

  本文公开了一些聚合材料，如涂层、塑料、层压板、复合材料、弹性体、粘合剂或密封剂；一种表面处理，如纺织品涂层或蜡；一种填料，用于这样的聚合材料或表面处理，其中包括一种酶，如酯酶（例如，脂肪水解酶，硫酸酯水解酶，有机磷化合物降解酶），降解细胞壁和/或细胞膜成分的酶（例如，溶菌酶，裂解转糖基酶），生物杀菌或生物静态肽，以及/或肽酶。本文还公开了通过将酶纳入可通过脂肪水解酶、水解酶和/或脲酶的活性交联材料中来改变材料性能，如使用寿命、柔韧性或刚度的方法。
• Anti-fouling Paints and Coatings
  申请人：Reactive Surfaces LTD

  公开号：US20150191607A1

  公开（公告）日：2015-07-09

  Disclosed herein are polymeric materials such as a coating, a plastic, a laminate, a composite, an elastomer, an adhesive, or a sealant; a surface treatment such as a textile finish or a wax; a filler for such a polymeric material or a surface treatment that includes an enzyme such as an esterase (e.g., a lipolytic enzyme, a sulfuric ester hydrolase, an organophosphorus compound degradation enzyme), an enzyme (e.g., a lysozyme, a lytic transglycosylase) that degrades a cell wall and/or a cell membrane component, a biocidal or biostatic peptide, and/or a peptidase. Also disclosed herein are methods of altering a material's property such as service life, flexability, or rigidity, by incorporation of an enzyme into a material capable of being chemically crosslinked by the activity of a lipolytic enzyme, a hydrolase, and/or a urease.

  本文披露了聚合材料，例如涂层、塑料、层压材料、复合材料、弹性体、粘合剂或密封剂；表面处理，例如纺织品整理或蜡；填充剂，用于这种聚合材料或表面处理，包括酯酶（例如脂肪水解酶、硫酸酯水解酶、有机磷化合物降解酶）的酶，降解细胞壁和/或细胞膜成分的酶（例如溶菌酶、裂解转葡糖苷酶），生物杀菌或生物稳定肽，和/或肽酶。本文还披露了通过将酶并入能够通过脂肪水解酶、水解酶和/或脲酶的活性进行化学交联的材料中，改变材料性能（例如使用寿命、柔韧性或刚度）的方法。