7-Acetoxy-(E)-3-heptene | 42125-15-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 7-Acetoxy-(E)-3-heptene
• 英文别名: cis-4-hepten-1-yl acetate；(Z)-4-Hepten-1-yl acetate；[(Z)-hept-4-enyl] acetate
• CAS: 42125-15-5
• 化学式: C₉H₁₆O₂
• 分子量: 156.225
• InChiKey: LBUNBCQWMRAHCY-PLNGDYQASA-N

物化性质

• 沸点：
  161.7±9.0 °C(Predicted)
• 密度：
  0.896±0.06 g/cm3(Predicted)
• 保留指数：
  1419;1411

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  11
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 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：

  乙醛酸甲酯 、 7-Acetoxy-(E)-3-heptene 在 四氯化锡 作用下， 以 二氯甲烷 为溶剂， 生成 、
  参考文献：
  名称：

  Remote asymmetric induction based on carbonyl-ene reactions with bishomoallylic silyl ethers: dramatic changeover of regioselectivity by the remarkable siloxy effect

  摘要：

  A new approach to remote asymmetric induction is described for not only a 1,4- but also a 1,5-relationship, which is based on the carbonyl-ene reactions with chiral bishomoallylic silyl ethers. Silyl ethers, rather than alkyl ethers, exhibit beta-regiospecificity. Remarkably high levels of remote asymmetric induction can then be established with chiral bishomoallylic ethers to provide eventually a simple and efficient method for asymmetric induction.

  DOI：

  10.1021/jo00049a011
• 作为产物：
  描述：

  3,4-二氢-2H-吡喃 、 乙酸酐 在 bis(triphenylphosphine)nickel(II) chloride 、 甲基溴化镁 、 乙基溴化镁 作用下， 生成 4-戊烯-1-乙酸酯 、 7-Acetoxy-(E)-3-heptene
  参考文献：
  名称：

  Transformation of carbon-oxygen into carbon-carbon bonds mediated by low-valent nickel species

  摘要：

  DOI：

  10.1021/jo00199a030

文献信息

• SYNTHESIS OF OLEFINIC ALCOHOLS VIA ENZYMATIC TERMINAL HYDROXYLATION
  申请人：Provivi, Inc.

  公开号：US20160108436A1

  公开（公告）日：2016-04-21

  In certain aspects, the present invention provides methods for producing terminally hydroxylated alkenes and alkynes by contacting an unsaturated or saturated hydrocarbon substrate with a hydroxylase enzyme. Exemplary terminal hydroxylases useful for carrying out the methods of the invention exhibit strong selectivity towards one terminal carbon of a hydrocarbon substrate and include, but are not limited to, non-heme diiron alkane monooxygenases, cytochromes P450 (e.g., cytochromes P450 of the CYP52 and CYP153 family), as well as long chain alkane hydroxylases. In some embodiments, the terminally hydroxylated alkene or alkyne is further converted to a terminal alkenal. In certain embodiments, terminally hydroxylated alkenes and alkynes are useful as insect pheromones which modify insect behavior. In other embodiments, terminally hydroxylated alkenes and alkynes are useful intermediates for producing pheromones via acetylation or oxidation of the alcohol moiety.

  在某些方面，本发明提供了一种通过将不饱和或饱和的碳氢基质与一种羟化酶酶接触来生产端羟基化烯烃和炔烃的方法。用于执行本发明方法的示例端羟化酶对碳氢基质中的一个端碳具有强选择性，包括但不限于非血红素二铁烷烃单加氧酶、细胞色素P450（例如CYP52和CYP153家族的细胞色素P450）以及长链烷烃羟化酶。在某些实施例中，端羟基化的烯烃或炔烃进一步转化为端烯醛。在某些实施例中，端羟基化的烯烃和炔烃可用作改变昆虫行为的昆虫信息素。在其他实施例中，端羟基化的烯烃和炔烃是通过醋酸化或氧化醇基团来产生信息素的有用中间体。
• [EN] FRAGRANCE AND FLAVOR COMPOSITIONS CONTAINING ISOMERIC ALKADIENYL ESTERS<br/>[FR] COMPOSITIONS DE PARFUM ET D'ARÔME CONTENANT DES ESTERS D'ALCADIÉNYLE ISOMÈRES
  申请人：BEDOUKIAN RES INC

  公开号：WO2018022580A1

  公开（公告）日：2018-02-01

  A composition containing at least one isomeric alkadienyl ester in an amount effective to impart a fragrance or flavor to the composition. A fragrance or flavor composition containing at least one isomeric alkadienyl ester in an amount effective to impart a fragrance or flavor to the composition. A consumer product containing the fragrance or flavor composition having at least one isomeric alkadienyl ester in an amount effective to impart a fragrance or flavor to the composition. A method of imparting a fragrance or flavor to a consumer product by adding to the consumer product a fragrance or flavor composition containing at least one isomeric alkadienyl ester in an amount effective to impart a fragrance or flavor to the consumer product.

  一种含有至少一种异构的烯二酸酯的组合物，其含量足以赋予组合物香味或味道。一种香味或味道组合物，其含有至少一种异构的烯二酸酯，其含量足以赋予组合物香味或味道。一种消费品，其含有香味或味道组合物，其中至少含有一种异构的烯二酸酯，其含量足以赋予组合物香味或味道。一种通过向消费品添加至少一种异构的烯二酸酯的香味或味道组合物的方法，其含量足以赋予消费品香味或味道。
• Regio- and enantioselective remote dioxygenation of internal alkenes
  作者：Xiaonan Li、Tilong Yang、Jiayuan Li、Xiang Li、Pinhong Chen、Zhenyang Lin、Guosheng Liu

  DOI：10.1038/s41557-023-01192-3

  日期：2023.6

  internal alkenes. Here we report a palladium-catalysed highly regio- and enantioselective remote 1,n-dioxygenation (n ≥ 4) of internal alkenes with engineered pyridine-oxazoline (Pyox) ligands. The reactions proceed efficiently and exhibit a broad substrate scope with excellent regio- and enantioselectivity, affording optically pure 1,n-diol acetates as the key synthons for important bioactive molecules

  内部烯烃的对映选择性直接氧化方法为化学家提供了多功能和强大的工具箱，用于合成光学纯醇，这是最特殊的结构基序之一。然而，区域选择性仍然是内部烯烃功能化的一个巨大挑战。在这里，我们报告了钯催化的高度区域选择性和对映选择性远程 1，n-双氧化（n≥4  ）内部烯烃与工程吡啶-恶唑啉 (Pyox) 配体。反应高效进行并表现出广泛的底物范围，具有出色的区域选择性和对映选择性，提供光学纯 1, n-二醇乙酸酯作为重要生物活性分子的关键合成子。实验研究和密度泛函理论计算提供的证据表明，区域选择性受两个烯丙基 C-H 键的反应性差异控制，其中氧钯化是可逆的，第一个钯迁移步骤被证明是区域选择性决定步骤，通过修改苯基取代的 Pyox 配体。
• Fragrance and flavor compositions containing isomeric alkadienyl esters
  申请人：BEDOUKIAN RESEARCH, INC.

  公开号：US10863758B2

  公开（公告）日：2020-12-15

  A composition containing at least one isomeric alkadienyl ester in an amount effective to impart a fragrance or flavor to the composition. A fragrance or flavor composition containing at least one isomeric alkadienyl ester in an amount effective to impart a fragrance or flavor to the composition. A consumer product containing the fragrance or flavor composition having at least one isomeric alkadienyl ester in an amount effective to impart a fragrance or flavor to the composition. A method of imparting a fragrance or flavor to a consumer product by adding to the consumer product a fragrance or flavor composition containing at least one isomeric alkadienyl ester in an amount effective to impart a fragrance or flavor to the consumer product.

  一种含有至少一种异构烷二烯酯的组合物，其有效用量可为该组合物带来香味或风味。一种香料或香精组合物，含有至少一种异构烷二烯酯，其有效用量可赋予组合物香味或风味。含有至少一种异构烷二烯基酯的香料或香精组合物的消费品，其含量能有效地赋予组合物香味或风味。一种向消费品中添加香料或香精组合物的方法，该香料或香精组合物含有至少一种异构烷二烯酯，其用量可有效地向消费品中添加香料或香精。
• Ethylaluminum dichloride catalyzed ene reactions of aldehydes with nonnucleophilic alkenes
  作者：Barry B. Snider、Gary B. Phillips

  DOI：10.1021/jo00152a011

  日期：1983.2