rac-3,7-dimethyl-2-oxo-oct-6-ene-1,3-diol | 65180-51-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: rac-3,7-dimethyl-2-oxo-oct-6-ene-1,3-diol
• 英文别名: 3,7-Dimethyl-2-oxo-6-octen-1,3-diol；1,3-dihydroxy-3,7-dimethyloct-6-en-2-one
• CAS: 65180-51-0
• 化学式: C₁₀H₁₈O₃
• 分子量: 186.251
• InChiKey: FOMPNSJZRJXFMV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2,3-二羟基-3,7-二甲基辛-6-烯-1-基乙酸酯 在 咪唑 、 四丁基氟化铵 、 potassium carbonate 作用下， 以 甲醇 为溶剂， 生成 rac-3,7-dimethyl-2-oxo-oct-6-ene-1,3-diol
  参考文献：
  名称：

  (S)-3,7-Dimethyl-2-oxo-6-octene-1,3-diol: an aggregation pheromone of the Colorado potato beetle, Leptinotarsa decemlineata (Say)

  摘要：

  (S)-3,7-Dimethyl-2-oxo-6-octene-1,3-diol has been identified as a male-produced pheromone from the Colorado potato beetle. Its gross structure was deduced from its mass and NMR spectra plus synthesis from geraniol. The absolute configuration was determined to be (S) by syntheses of both enantiomers from (R)- and (S)-linalool, respectively. Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(02)00349-0

文献信息

• Functionalized cyanosilane and synthesis method and use thereof
  申请人：EAST CHINA NORMAL UNIVERSITY

  公开号：US10450331B2

  公开（公告）日：2019-10-22

  The present teachings relate to a functionalized silyl cyanide and synthetic methods thereof. As an example, the method may include adding a raw material silane and a cyanide source MCN in an organic solvent to produce the functionalized silyl cyanide in the absence of catalyst or in the presence of a metal salt catalyst. The functionalized silyl cyanide may be used in the reactions that classic TMSCN participates in, to synthesize important intermediates (e.g., cyanohydrin, amino alcohols and α-amino nitrile compounds), with improved reactivity and selectivity. The cyanosilyl ether resulted from the nucleophilic addition of functionalized silyl cyanide to aldehyde or ketone may undergo intramolecular reaction under appropriate conditions to transfer the functional groups on silicon onto the other parts of the product linked to silicon. Such a functional group transfer process may increase the synthesis efficiency and atom economy, as well as afford products unobtainable using traditional TMSCN.

  本发明涉及一种官能化硅基氰化物及其合成方法。例如，该方法可包括在有机溶剂中加入原料硅烷和氰源 MCN，在无催化剂或有金属盐催化剂的情况下生成官能化硅基氰化物。官能化硅基氰化物可用于经典 TMSCN 参与的反应，合成重要的中间体（如氰醇、氨基醇和 α-氨基腈化合物），并提高反应活性和选择性。将官能化硅基氰化物与醛或酮进行亲核加成后得到的氰基硅醚可在适当条件下发生分子内反应，将硅上的官能团转移到与硅相连的产物的其他部分上。这种官能团转移过程可提高合成效率和原子经济性，并可获得传统 TMSCN 无法获得的产品。
• Attractant pheromone for the Colorado potato beetle
  申请人：——

  公开号：US20030068352A1

  公开（公告）日：2003-04-10

  A method has been discovered for attracting Colorado potato beetles to an area of object or area, which method involves treating the object or area with a Colorado potato beetle attracting composition which contains a carrier material and a Colorado potato beetle attracting effective amount of (S)-3,7-dimethyl-2-oxo-oct-6-ene-1,3-diol.

  发现了一种将科罗拉多马铃薯甲虫吸引到物体或区域的方法，该方法包括用科罗拉多马铃薯甲虫吸引组合物处理物体或区域，该组合物含有载体材料和科罗拉多马铃薯甲虫吸引有效量的（S）-3,7-二甲基-2-氧代-辛-6-烯-1,3-二醇。
• FUNCTIONALIZED CYANOSILANE AND SYNTHESIS METHOD AND USE THEREOF
  申请人：EAST CHINA NORMAL UNIVERSITY

  公开号：US20180141964A1

  公开（公告）日：2018-05-24

  The present teachings relate to a functionalized silyl cyanide and synthetic methods thereof. As an example, the method may include adding a raw material silane and a cyanide source MCN in an organic solvent to produce the functionalized silyl cyanide in the absence of catalyst or in the presence of a metal salt catalyst. The functionalized silyl cyanide may be used in the reactions that classic TMSCN participates in, to synthesize important intermediates (e.g., cyanohydrin, amino alcohols and α-amino nitrile compounds), with improved reactivity and selectivity. The cyanosilyl ether resulted from the nucleophilic addition of functionalized silyl cyanide to aldehyde or ketone may undergo intramolecular reaction under appropriate conditions to transfer the functional groups on silicon onto the other parts of the product linked to silicon. Such a functional group transfer process may increase the synthesis efficiency and atom economy, as well as afford products unobtainable using traditional TMSCN.
• US6958360B2
  申请人：——

  公开号：US6958360B2

  公开（公告）日：2005-10-25
• [EN] ATTRACTANT PHEROMONE FOR THE COLORADO POTATO BEETLE<br/>[FR] PHEROMONE ATTRACTIVE POUR LE DORYPHORE DE LA POMME DE TERRE
  申请人：US AGRICULTURE

  公开号：WO2003026423A1

  公开（公告）日：2003-04-03

  A method has been discovered for attracting Colorado potato beetles to an area of object or area, which method involves treating the object or area with a Colorado potato beetle attracting composition which contains a carrier material and a Colorado potato beetle attracting effective amount of (S)-3,7-dimethyl-2-oxy-cct-6-ene-1,3-diol. (Fig. 4.A.).