ethyl (E)-2-methyl-2-heptenoate | 99440-40-1

• 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: ethyl (E)-2-methyl-2-heptenoate
• 英文别名: ethyl (E)-2-methylhept-2-enoate
• CAS: 99440-40-1
• 化学式: C₁₀H₁₈O₂
• 分子量: 170.252
• InChiKey: CQKCWAUHKMHNGU-CMDGGOBGSA-N

物化性质

• 沸点：
  214.7±9.0 °C(Predicted)
• 密度：
  0.893±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  12
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.7
• 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：

  ethyl (E)-2-methyl-2-heptenoate 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 以89%的产率得到(E)-2-methylhept-2-en-1-ol
  参考文献：
  名称：

  烯丙醇的区域选择性加氢甲酰化

  摘要：

  据报道，烯丙醇的高度区域选择性加氢甲酰化可用于合成 β-羟基酸和醛产物。选择性是通过使用一种配体来实现的，该配体在原位可逆地结合醇，允许发生定向加氢甲酰化。还证明了三取代烯烃的应用，这产生了与 CO 和氢的立体有择加成一致的单一非对映异构体产品。

  DOI：

  10.1021/ol200782d
• 作为产物：
  描述：

  正戊醛 、 三乙基2-膦酰基丙酯 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 lithium chloride 作用下， 以 乙腈 为溶剂， 反应 18.0h， 生成 ethyl (E)-2-methyl-2-heptenoate
  参考文献：
  名称：

  [EN] COMPOUNDS AND COMPOSITIONS FOR THE TREATMENT OF CANCER
  [FR] COMPOSÉS ET COMPOSITIONS POUR LE TRAITEMENT DU CANCER

  摘要：

  本公开提供了化合物、药物组合物以及治疗癌症和纤维化的方法。所述的药物组合物可能包括一个或多个吡唑基含有化合物，或其衍生物。

  公开号：

  WO2018005678A1

文献信息

• Palladium catalyzed cyclizations of oximeesters with 1,1-disubstituted alkenes: synthesis of α,α-disubstituted dihydropyrroles and studies towards an asymmetric protocol
  作者：Adele Faulkner、James S. Scott、John F. Bower

  DOI：10.1039/c2cc38944d

  日期：——

  efficient Pd-catalyzed cyclizations of oxime esters with 1,1-disubstituted alkenes as the basis of a general entry to alpha,alpha-disubstituted pyrrolidine derivatives. We also demonstrate that catalytic asymmetric variants of this chemistry are feasible by employing a suitable chiral ligand.

  我们报告有效的钯催化的肟酯与1,1-二取代的烯烃的Pd催化环化，作为一般进入α，α-二取代的吡咯烷衍生物的基础。我们还证明通过采用合适的手性配体，该化学方法的催化不对称变体是可行的。
• Structure–Activity Relationship of Biakamide, Selective Growth Inhibitors under Nutrient-Starved Condition from Marine Sponge
  作者：Ryosuke Ishida、Hirokazu Matsumoto、Sayaka Ichii、Motomasa Kobayashi、Masayoshi Arai、Naoyuki Kotoku

  DOI：10.1248/cpb.c18-00587

  日期：2019.3.1

  The tumor microenvironment is considered as one of the important targets for anticancer drug discovery. In particular, nutrient deficiency may be observed in tumor microenvironment; biakamides A–D (1–4) isolated from marine sponge Petrosaspongia sp. as growth inhibitors against cancer cells adapted to glucose-deprived conditions have potential as new drugs and tools for elucidating adaptation mechanisms to these conditions. In this paper, we investigated structure–activity relationship (SAR) of biakamide to create easily accessible analog and gain insights about participation of the substructures to growth–inhibitory activity toward development of anticancer drug. This work revealed that 14,15-dinor-biakamide C (5), which is easily accessible, has similar activity to natural biakamide C (3). In addition, detailed SAR study showed the terminal acyl chain is important for interacting with target molecule and amide part including thiazole ring has acceptability to convert structures without losing activity.

  肿瘤微环境被认为是抗癌药物发现的重要靶点之一。特别是在肿瘤微环境中可能观察到营养缺乏；从海洋海绵Petrosaspongia sp.中分离出的生物酰胺A-D（1-4）作为对适应于缺糖条件的癌细胞的生长抑制剂，具有作为新药和工具以阐明对这些条件适应机制的潜力。本文中，我们研究了生物酰胺的构效关系（SAR），以创建易于获取的类似物，并深入了解其子结构在生长抑制活性中的参与情况，以推动抗癌药物的发展。研究结果表明，易于获取的14,15-二去氢生物酰胺C（5）具有与天然生物酰胺C（3）相似的活性。此外，详细的SAR研究显示，末端酰链对于与靶分子的相互作用很重要，而包括噻唑环的酰胺部分可以在不损失活性的情况下转换结构。
• Asymmetric Induction at C(?) and C(?) ofN-Enoylsultams by Organomagnesium 1,4-Addition/Enolate Trapping
  作者：Wolfgang Oppolzer、Giovanni Poli、Arend J. Kingma、Christian Starkemann、G�rald Bernardinelli

  DOI：10.1002/hlca.19870700825

  日期：1987.12.16

  The 1,4-addition of alkylmagnesium chlorides to conjugated N-enoylsultams and subsequent ‘enolate trapping’ with aq. NH4Cl or MeI/hexamethylphosphoric triamide generated centers of asymmetry at C(β) and/or at C(α) with good to excellent π-face defferentiation as demonstrated by the conversions 12, 14, and 89. This holds also for the regioselective 1,4-addition of EtMgC1 to a dienoylsultam (1516). Reactive

  烷基镁氯化物在1,4-加成反应中与共轭N-烯酰基阿磺酰胺结合，随后用碳酸氢钠水溶液进行“烯醇式捕集”。NH 4 Cl或将MeI /六甲基磷酰胺中C（β）和/或在C（α）具有良好的作为表明由转化优良π共面defferentiation产生不对称中心1 2，1 4，和8 9。这也适用于将EtMgC1在区域选择性地1，4-加成至二烯丙基舒马坦（15 16）。反应构象1 ≠，8 ≠，13和14假定X射线证据与X射线证据一致，X射线证据也用于确定产物9j的结构。
• The first example for the asymmetric synthesis of allenes by the Doering–LaFlamme allene synthesis with enantiopure cyclopropylmagnesium carbenoids
  作者：Hitoshi Momochi、Takafumi Noguchi、Toshifumi Miyagawa、Naoki Ogawa、Makoto Tadokoro、Tsuyoshi Satoh

  DOI：10.1016/j.tetlet.2011.03.150

  日期：2011.6

  carbanion of enantiopure dichloromethyl p-tolyl sulfoxide with α,β-unsaturated carbonyl compounds gave optically active 1-chlorocyclopropyl p-tolyl sulfoxides having a carbonyl group with high asymmetric induction from the sulfur chiral center. Reduction of the carbonyl group followed by treatment with Grignard reagent, the 1-chlorocyclopropyl p-tolyl sulfoxides resulted in the formation of enantiopure allenic

  对映体纯的二氯甲基对甲苯基亚砜的α-亚磺酰基锂的锂与α，β-不饱和羰基化合物的反应从硫手性中心得到具有羰基的光学活性的1-氯环丙基对甲苯基亚砜，具有高的不对称诱导性。羰基还原，然后用Grignard试剂处理，1-氯环丙基对甲苯基亚砜通过对映纯环丙基镁类卡宾中间体的Doering-LaFlamme型重排形成对映纯烯丙醇。这是通过Doering-LaFlamme Allene合成法进行的不对称合成Allene的第一个示例。
• Process for coating thermoplastic substrates with a coating composition containing a non-aggressive solvent
  申请人：——

  公开号：US20010053417A1

  公开（公告）日：2001-12-20

  A process for coating a thermoplastic substrate which comprises applying a solvent based coating composition to the substrate and curing the coating composition at ambient temperature to 125° C. to form a uniform smooth film on the substrate; wherein the coating composition contains about 45-80% by weight of a film forming binder and 20-55% by weight of an organic liquid carrier; wherein the binder contains (A) 40-90% by weight, based on the weight of the binder, of a polymer selected from the following: acrylic polyol, polyester polyol, polyether polyol or a polyurethane polyol; and (B) 10-60% by weight, based on the weight of the binder, of an organic polyisocyanate crosslinking agent; and wherein the organic liquid carrier used in the coating composition comprises at least 50% by weight, based on the weight of the organic liquid carrier used in the coating composition, of tertiary butyl acetate; the process of this invention also can be used to apply lacquers, i.e., coating composition that do not contain a crosslinking agent such as a polyisocyanate.

  一种涂覆热塑性基材的工艺，包括将溶剂型涂料组合物涂覆到基材上，并在环境温度至 125°C 下固化涂料组合物，以便在基材上形成均匀光滑的薄膜； 其中涂层组合物含有约 45-80%（按重量计）的成膜粘合剂和 20-55%（按重量计）的有机液体载体；其中粘合剂含有 (A) 以粘合剂重量计，40-90%（以重量计）选自下列的聚合物：丙烯酸多元醇、聚酯多元醇、聚醚多元醇或聚氨酯多元醇；和 (B) 10-60%（以粘合剂重量计）的有机多异氰酸酯交联剂；以及 本发明的工艺也可用于涂漆，即不含多异氰酸酯等交联剂的涂料组合物。