十三碳-9-烯-1-醇乙酸酯 | 35835-78-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 十三碳-9-烯-1-醇乙酸酯
• 英文名称: cis-Tridec-9-en-1-acetat
• 英文别名: (Z)-9-Tridecenylacetat；13-acetoxy-tridec-4c-ene；9Z-Tridecenyl acetate；[(Z)-tridec-9-enyl] acetate
• CAS: 35835-78-0
• 化学式: C₁₅H₂₈O₂
• 分子量: 240.386
• InChiKey: PVRUEVOAFHHKRC-WAYWQWQTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  17
• 可旋转键数：
  12
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  油醇乙酸酯	oleyl acetate	693-80-1	C20H38O2	310.521
  ——	9-acetoxynonal	29541-97-7	C11H20O3	200.278
  ——	9-tridecen-1-ol	——	C13H26O	198.349
  油醇	oleoyl alcohol	143-28-2	C18H36O	268.483

• 下游产品

  中文名称	英文名称	CAS号	化学式	分子量
  ——	(Z)-9-Tridecen-1-ol	52957-10-5	C13H26O	198.349

反应信息

• 作为反应物：
  描述：

  十三碳-9-烯-1-醇乙酸酯 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 生成 (Z)-9-Tridecen-1-ol
  参考文献：
  名称：

  信息素VII。1-取代的（Z）-9-烯烃的合成

  摘要：

  描述了通过立体选择性Wittig反应制备1-取代的（Z）-9烯烃的一般方法。它能够合成信息素并对其结构进行系统修饰。讨论了以此方式获得的某些化合物的生理有效性。

  DOI：

  10.1002/cber.19751081120
• 作为产物：
  描述：

  (9-hydroxynonyl)triphenylphosphonium bromide 在 吡啶 、 sodium hydride 、 二甲基亚砜 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 生成 十三碳-9-烯-1-醇乙酸酯
  参考文献：
  名称：

  Synthesis of insect sex pheromones and their homologues. 2. A convenient method for synthesizing (Z)-alkenols and their acetates.

  摘要：

  通过一种简便的方法，利用Wittig反应将（ω-羟基烷基）三苯基膦盐与烷基醛反应，合成了（Z）-烯醇及其乙酸酯。通过涂有CHDMS的玻璃毛细管柱进行GC分析，评估产物的几何纯度不小于95%的（Z）构型。

  DOI：

  10.1271/bbb1961.44.257

文献信息

• PRODUCTION OF FATTY OLEFIN DERIVATIVES VIA OLEFIN METATHESIS
  申请人：PROVIVI, INC.

  公开号：US20170137365A1

  公开（公告）日：2017-05-18

  In one aspect, the invention provides a method for synthesizing a fatty olefin derivative. The method includes: a) contacting an olefin according to Formula I with a metathesis reaction partner according to Formula IIb in the presence of a metathesis catalyst under conditions sufficient to form a metathesis product according to Formula IIIb: and b) converting the metathesis product to the fatty olefin derivative. Each R 1 is independently selected from H, C 1-18 alkyl, and C 2-18 alkenyl; R 2b is C 1-8 alkyl; subscript y is an integer ranging from 0 to 17; and subscript z is an integer ranging from 0 to 17. In certain embodiments, the metathesis catalyst is a tungsten catalyst or a molybdenum catalyst. In various embodiments, the fatty olefin derivative is a pheromone. Pheromone compositions and methods of using them are also described.

  在一个方面，该发明提供了一种合成脂肪烯衍生物的方法。该方法包括：a）在存在一种烯烃催化剂的条件下，将符合式I的烯烃与符合式IIb的交换反应伙伴接触，以形成符合式IIIb的交换产物；并b）将交换产物转化为脂肪烯衍生物。每个R1独立地选择自H、C1-18烷基和C2-18烯基；R2为C1-8烷基；下标y为0至17之间的整数；下标z为0至17之间的整数。在某些实施方式中，交换催化剂为钨催化剂或钼催化剂。在各种实施方式中，脂肪烯衍生物为信息素。还描述了信息素组合物及其使用方法。
• Production of fatty olefin derivatives via olefin metathesis
  申请人：Provivi, Inc.

  公开号：US10596562B2

  公开（公告）日：2020-03-24

  In one aspect, the invention provides a method for synthesizing a fatty olefin derivative. The method includes: a) contacting an olefin according to Formula I with a metathesis reaction partner according to Formula IIb in the presence of a metathesis catalyst under conditions sufficient to form a metathesis product according to Formula IIIb: and b) converting the metathesis product to the fatty olefin derivative. Each R1 is independently selected from H, C1-18 alkyl, and C2-18 alkenyl; R2b is C1-8 alkyl; subscript y is an integer ranging from 0 to 17; and subscript z is an integer ranging from 0 to 17. In certain embodiments, the metathesis catalyst is a tungsten catalyst or a molybdenum catalyst. In various embodiments, the fatty olefin derivative is a pheromone. Pheromone compositions and methods of using them are also described.

  一方面，本发明提供了一种合成脂肪烯烃衍生物的方法。该方法包括： a) 将符合式 I 的烯烃 与符合式 IIb 的偏析反应物接触 在偏析催化剂存在下，在足以形成符合式 IIIb 的偏析产物的条件下： 和 b) 将偏析产物转化为脂肪烯烃衍生物。每个 R1 独立选自 H、C1-18 烷基和 C2-18 烯基；R2b 是 C1-8 烷基；下标 y 是 0 至 17 的整数；下标 z 是 0 至 17 的整数。在某些实施方案中，偏合成催化剂是钨催化剂或钼催化剂。在各种实施方案中，脂肪烯烃衍生物是信息素。还描述了信息素组合物及其使用方法。
• PHEROMONE DISPENSER
  申请人：Harmsen Sven

  公开号：US20110266361A1

  公开（公告）日：2011-11-03

  The present invention relates to a pheromone dispenser, filled with pheromone or a pheromone-comprising liquid and comprising (a) a deep-drawn plastic film made of a thermoplastic film material and featuring at least one dish-shaped zone for receiving a pheromone, and a planar plastic film made of a thermoplastic film material and which is connected with the deep-drawn plastic film, the planar plastic film together with the at least one dish-shaped zone of the deep-drawn plastic film forming a durably sealed chamber which comprises the pheromone or the pheromone-comprising liquid, and (c) a recess in the zone of the interconnected plastic films, the planar plastic film being permeable to the pheromone. The invention also relates to a process for producing such a pheromone dispenser.
• MICROORGANISMS FOR THE PRODUCTION OF INSECT PHEROMONES AND RELATED COMPOUNDS
  申请人：Provivi, Inc.

  公开号：US20220053774A1

  公开（公告）日：2022-02-24

  The present application relates to recombinant microorganisms useful in the biosynthesis of unsaturated C 6 -C 24 fatty alcohols, aldehydes, and acetates which may be useful as insect pheromones, fragrances, flavors, and polymer intermediates. The C 6 -C 24 fatty alcohols, aldehydes, and acetates described herein may be used as substrates for metathesis reactions to expand the repertoire of target compounds and pheromones. The application further relates to recombinant microorganisms co-expressing a pheromone pathway and a pathway for the production of a toxic protein, peptide, oligonucleotide, or small molecule suitable for use in an attract-and-kill pest control approach. Also provided are methods of producing unsaturated C 6 -C 24 fatty alcohols, aldehydes, and acetates using the recombinant microorganisms, as well as compositions comprising the recombinant microorganisms and/or optionally one or more of the product alcohols, aldehydes, or acetates.
• US4057593A
  申请人：——

  公开号：US4057593A

  公开（公告）日：1977-11-08