1113-21-9 Usage
Description
Geranyl linalool is a colorless and transparent liquid. Structurally, geranyl linalool is a straight chain diterpenoid. Being bioactive natural product, geranyl linalool is the essential ingredients that determine the spice type. In the other hand, geranyl linalool was also an important intermediate for Teprenone, a gastric mucosa protective agent. Employing geranyl linalool as substrate, the most convenient synthesis method of Teprenone would be achieved. Catalyzed by isopropanol aluminum and reacted with methyl acetoacetate, Teprenone could be obtained in one step. Geranyl linalool can also be used as insect pheromone and natural insect insecticide. So, geranyl linalool possesses important economic value.
Uses
Different sources of media describe the Uses of 1113-21-9 differently. You can refer to the following data:
1. Geranyl Linalool is am aliphatic genaryl derivative. Geranyl Linalool unlike other genaryl derivatives showed poor inhibitory activity against carotenoid synthesis in Synechococcus. Geranyl Linalool was identified as a testosterone-dependent volatile compound in the preputial gland of rat Rattus norvegicus.
2. Geranyllinalool has been used in studying its influence on pyocyanin and Pseudomonas quinolone signal (PQS) production by Pseudomonas aeruginosa. It may be used as a starting material in the synthesis of teprenone by reacting with acetylated Meldrum′s acid.
Definition
ChEBI: A diterpenoid that is linalool in which one of the terminal methyl hydrogens is substituted by a geranyl group (the 6E,10E-geoisomer)
General Description
Geranyllinalool is a diterpene alcohol, commonly used as a fragrant. It imparts insecticidal property to xylophagous insects and pine wood.
Check Digit Verification of cas no
The CAS Registry Mumber 1113-21-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,1,1 and 3 respectively; the second part has 2 digits, 2 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 1113-21:
(6*1)+(5*1)+(4*1)+(3*3)+(2*2)+(1*1)=29
29 % 10 = 9
So 1113-21-9 is a valid CAS Registry Number.
InChI:InChI=1/C20H34O/c1-7-20(6,21)16-10-15-19(5)14-9-13-18(4)12-8-11-17(2)3/h7,11,13,15,21H,1,8-10,12,14,16H2,2-6H3/b18-13+,19-15+
1113-21-9Relevant articles and documents
Synthesis method of teprenone and intermediate thereof
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Paragraph 0078; 0079, (2021/08/19)
The invention relates to synthesis methods of teprenone and an intermediate thereof. The synthesis of the intermediate all-trans (5E,9E)-farnesyl acetone comprises: 1) in the presence of a catalyst, carrying out a carroll rearrangement reaction on the mixture of 5E-nerolidol and 5Z-nerolidol and hydrocarbonyl acetoacetate to obtain the isomer mixture of (5Z,9Z)-farnesyl acetone, (5Z,9E)-farnesyl acetone, (5E,9Z)-farnesyl acetone, and (5E,9E)-farnesyl acetone, wherein the content of (5E,9E)-farnesyl acetone in the isomer mixture is controlled at more than 18%; and 2) carrying out low-temperature crystallization separation on the isomer mixture in a moderately polar solvent to obtain the all-trans (5E,9E)-farnesyl acetone. According to the present invention, the high-purity all-trans (5E,9E)-farnesyl acetone is obtained by using the mixture of 5E-nerolidol and 5Z-nerolidol as the raw material through the low-temperature crystallization separation, such that the teprenone with the qualified quality can be conveniently obtained.
Process for synthesizing teprenone
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, (2017/03/28)
The invention discloses a process for synthesizing teprenone.According to the process for synthesizing teprenone, nerolidol is adopted as an initial raw material and subjected to selenium dioxide and tert-butyl hydroperoxide oxidizing in sequence, nerolidol and dihydropyran are subjected to acid catalysis to form acetal, acetal reacts with a Grignard reagent on the presence of copper salt and reacts with methyl acetoacetate on the presence of aluminum salt, and the teprenone product consistent with the configuration of products sold on the market is obtained through four steps of reactions.According to a preparation method of teprenone, the raw material is cheap and easy to obtain, operation is easy and convenient, the reaction conditions are mild, and industrial production is expected to be achieved.
