16974-11-1 Usage
Description
Z-9-DODECEN-1-YL ACETATE, also known as (9Z)-Dodecen-1-ol Acetate, is a chemical compound derived from 2-Decyn-1-ol (D228475). It is characterized by its unique chemical structure and properties, which make it a valuable component in various applications across different industries.
Uses
Used in Pharmaceutical Industry:
Z-9-DODECEN-1-YL ACETATE is used as a key intermediate in the synthesis of antitumor agents. It plays a crucial role in the development of compounds that target and inhibit the growth of cancer cells, particularly solid malignancies such as liver, breast, lung, pancreatic, colorectal, and ovarian cancers.
Used in Aromatics Industry:
Z-9-DODECEN-1-YL ACETATE is used as a building block in the synthesis of various isomers of Panaxytriol and Falcarinol (F101100). These compounds are known for their diverse applications, including their use in the fragrance and flavor industries.
Used in Aromatase Inhibitors Synthesis:
Z-9-DODECEN-1-YL ACETATE is used as a precursor in the synthesis of aromatase inhibitors. These inhibitors are essential in the treatment of hormone-sensitive cancers, primarily breast and ovarian cancers. By inhibiting the aromatase enzyme, these compounds help reduce the production of estrogen, a hormone that can promote the growth of certain types of cancer cells.
Synthesis Reference(s)
Tetrahedron Letters, 21, p. 1433, 1980 DOI: 10.1016/S0040-4039(00)92738-2
Check Digit Verification of cas no
The CAS Registry Mumber 16974-11-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,6,9,7 and 4 respectively; the second part has 2 digits, 1 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 16974-11:
(7*1)+(6*6)+(5*9)+(4*7)+(3*4)+(2*1)+(1*1)=131
131 % 10 = 1
So 16974-11-1 is a valid CAS Registry Number.
InChI:InChI=1/C14H26O2/c1-3-4-5-6-7-8-9-10-11-12-13-16-14(2)15/h4-5H,3,6-13H2,1-2H3/b5-4-
16974-11-1Relevant articles and documents
Simple stereospecific synthesis of the insect sex pheromones of Cossus cossus, Eupoecilia ambiguella and Orgyia pseudotsugata
Cahiez,Alexakis,Normant
, p. 1433 - 1436 (1980)
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Method for synthesizing grassland spodoptera litura sex pheromone active ingredients
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, (2020/07/02)
The invention belongs to the technical field of green pesticide synthesis, and discloses a novel method for synthesizing grassland spodoptera litura sex pheromone active ingredients (Z)-9-dodecene-1-alcohol acetate, (Z)-9-tetradecene-1-alcohol acetate and (Z)-11-hexadecene-1-alcohol acetate. The method comprises the steps: using bromo-alcohol as a starting raw material; and firstly generating hydroxyl phosphonium salt with triphenylphosphine, then respectively carrying out Wittig coupling reaction with propionaldehyde and valeraldehyde to generate Z-type enol, and finally carrying out acetylation reaction with acetic anhydride to prepare (Z)-9-dodecene-1-alcohol acetate, (Z)-9-tetradecene-1-alcohol acetate and (Z)-11-hexadecene-1-alcohol acetate. According to the method, hydroxyl phosphonium salt is used for Wittig reaction, two steps of hydroxyl protection and deprotection are omitted, the synthetic route is simplified, and the method has the advantages of being environmentally friendly and the like.
SYNTHESIS OF Z-OLEFIN-CONTAINING LEPIDOPTERAN INSECT PHEROMONES
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Paragraph 0185; 0186, (2013/09/12)
The present invention is directed to methods of synthesizing insect pheromones, particularly lepidopteran insect pheromones, their precursors and derivatives from inexpensive, readily available starting materials using olefin metathesis catalysis.
