4489-14-9

Usage

Uses

Used in Organic Synthesis:
(1R-trans)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarbonyl chloride is used as a reagent for the introduction of cyclopropane rings into various organic compounds. Its ability to form stable cyclopropane rings makes it a valuable component in creating complex organic molecules.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, (1R-trans)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarbonyl chloride is utilized for the synthesis of bioactive molecules and drug candidates. Its unique structure allows for the development of new compounds with potential therapeutic applications.
Safety Note:
Due to its reactivity and potential toxicity, (1R-trans)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarbonyl chloride should be handled with care in a controlled environment, following proper safety protocols.

InChI:InChI=1/C10H15ClO/c1-6(2)5-7-8(9(11)12)10(7,3)4/h5,7-8H,1-4H3/t7?,8-/m0/s1

Upstream product

• 2935-23-1 cis-Chrysanthemic acid 
• 3907-06-0 3,3-Dimethylcyclopropen 
• 32264-50-9 1,1-dibromo-2,2-dimethylcyclopropane 
• 3815-09-6 1-bromo-2,2-dimethylcyclopropane 
• 97-41-6 ethyl 2,2-dimethyl-3-(2-methylpropenyl)cyclopropanecarboxylate 
• 10453-89-1 chrysanthemumic acid 
• 4638-92-0 (1R,3R)-trans-chrysanthemic acid 

Downstream Products

• 121365-96-6 3-benzyl-5-hydrocyclopent-2-enone (+)-chrysanthemate 
• 108905-18-6 chrysanthemumic acid-[2,2,2-trichloro-1-(4-chloro-phenyl)-ethyl ester] 
• 2756-52-7 Chrysanthemumsaeure-pentachlorphenylester 
• 5458-68-4 Chrysanthemumsaeure-isobutylester 
• 115036-15-2 Chrysanthemumsaeure- 
• 5458-63-9 Chrysanthemumsaeure-allylester 
• 5432-90-6 Chrysanthemumsaeure-<2-brom-aethylester> 
• 26002-80-2 trans-(3-phenoxyphenyl)methyl 2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylate 
• 53528-32-8 cis-(3-phenoxyphenyl)methyl 2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylate 
• 3972-20-1 allethrin I 
• 63416-87-5 2,2-dimethyl-3-(1-isobutenyl)-cyclopropanecarboxylic acid 3-(2,2-dichlorovinyloxy)-α-cyanobenzyl ester 
• 584-79-2 (+/-)(1Ξ)-cis-chrysanthemumic acid-((Ξ)-3-allyl-2-methyl-4-oxo-cyclopent-2-enyl ester) 
• 97-12-1 (+/-)(1Ξ)-cis-chrysanthemumic acid-((Ξ)-3-but-2c-enyl-2-methyl-4-oxo-cyclopent-2-enyl ester) 
• 2861-25-8 cis-chrysanthemyl alcohol 

Relevant academic research and scientific papers

Practical method for crystalline-liquid resolution of chrysanthemic acids utilizing chiral 1,1′-binaphthol monoethyl ethers directed for process chemistry

We have developed an efficient practical resolution method for (1R,3R)-trans-chrysanthemic acid 1 and (1R,3S)-trans-2,2-dimethyl-3-(2,2-dichloroethenyl)cyclopropanecarboxylic acid 2, based on the preliminary results of the simpler analogues, (1R)-2,2-dichlorocyclopropanecarboxylic acid 3 and (1R)-2,2-dimethylcyclopropanecarboxylic acid 4, using a crystalline-liquid separation procedure (without column chromatography) with chiral 1,1′-binaphthol monoethyl ethers (R)-5b as the key auxiliary. Direct esterifications of 1, 2, 3, and 4 with (R)-5b gave four sets of (1R)- and (1S)-diastereomeric esters 8, 9, 6, and 7, respectively, with markedly different melting points. All of these diastereomers were easily obtained using a simple and one-step crystalline-liquid separation. The separated diastereomers 8 and 9 were easily hydrolyzed to the desired enantiopure acids 1 (>98%) and 2 (>99%), respectively, with recovery of (R)-5b (>90%).

Synthesis of pyrethroids and pyrethroid-containing compositions

The present invention provides methods for synthesizing pyrethroid compounds. The methods include forming a first reaction comprising an olefin and an allethrolone-type unsaturated alcohol under conditions sufficient to form a metathesis product and converting the metathesis product to the pyrethroid. Methods of the invention can be used to prepare compounds including pyrethrin I, cinerin I, jasmolin I, pyrethrin II, cinerin II, and jasmolin II as well as other synthetic pyrethroid compounds. Insecticidal compositions and methods for controlling insects are also described.

Synthesis and characterization of chrysanthemic acid esters

A short and convenient synthesis for a series of novel chrysanthemic acid esters from aldehyde and chrysanthemic acid is reported.

MONOHALOGENATED PYRETHRIC ACID ALPHA-CYANO-4-FLUORO-3-PHENOXYBENZYL ESTER AND ITS PREPARATION METHOD AND USE

The present invention relates to a compound of formula (I), stereoisomers thereof or the mixture of these stereoisomers, wherein: X represents a halogen atom, i.e. F, Cl, Br. The present invention also relates to a process for preparing the compound, and to a use of the compound in the preparation of an insecticide for controlling or killing vectors in the public hygiene and disease control, and to a use of the compound in the preparation of an insecticide for controlling or killing insects, nematodes, and mites in agriculture or horticulture.

ALPHA-CYANO-4-FLUORO-3-PHENOXYBENZYL META-HALO PYRETHRATE, A PROCESS FOR PREPARING THE SAME AND THE USES THEREOF

The present invention relates to a compound of formula (I), stereoisomers thereof or the mixture of these stereoisomers, wherein: X represents a halogen atom, i.e. F, Cl, Br. The present invention also relates to a process for preparing the compound, and to a use of the compound in the preparation of an insecticide for controlling or killing vectors in the public hygiene and disease control, and to a use of the compound in the preparation of an insecticide for controlling or killing insects, nematodes, and mites in agriculture or horticulture.

Betulin-derived compounds as inhibitors of alphavirus replication

This paper describes inhibition of Semliki Forest virus (SFV) replication by synthetic derivatives of naturally occurring triterpenoid betulin (1). Chemical modifications were made to OH groups at C-3 and C-28 and to the C-20-C-29 double bond. A set of heterocyclic betulin derivatives was also assayed. A free or acetylated OH group at C-3 was identified as an important structural contributor for anti-SFV activity, 3,28-di-O-acetylbetulin (4) being the most potent derivative (IC50 value 9.1 μM). Betulinic acid (13), 28-O-tetrahydropyranylbetulin (17), and a triazolidine derivative (41) were also shown to inhibit Sindbis virus, with IC50 values of 0.5, 1.9, and 6.1 μM, respectively. The latter three compounds also had significant synergistic effects against SFV when combined with 3′-amino-3′-deoxyadenosine. In contrast to previous work on other viruses, the antiviral activity of 13 was mapped to take place in virus replication phase. The efficacy was also shown to be independent of external guanosine supplementation.

BETULIN DERIVED COMPOUNDS USEFUL AS ANTIBACTERIAL AGENTS

The invention relates to compouns derived from betulin, and to the use thereof as antibacterial agents in pharmaceutical and cosmetic applications.

BETULIN DERIVED COMPOUNDS AS ANTI-FEEDANTS FOR PLANT PESTS

The invention relates to compounds derived from betulin, and to the use thereof in plant pest control, particularly as antifeedants for butterfly larvae, beetles and snails. Further, the invention relates to novel betulin derivatives and methods for the production thereof either directly from betulin, or via intermediates derived therefrom.

Parallel synthesis and herbicidal activity of pyrethroid library

A pyridine-containing pyrethroid library of 255 compounds was conveniently constructed using parallel synthesis. The library was screened by high through-put screening (HTS), and further study was focused on the compounds with initial bioactivities. The results suggest that some compounds could be potential herbicides.

Process for racemizing optically active vinyl-substituted cyclopropanecarboxylic acid compound

There is disclosed a process for the racemization of a vinyl-substituted cyclopropanecarboxylic acid or a derivative thereof, which is characterized by reacting an optically active vinyl-substituted cyclopropanecarboxylic acid compound of formula (1): 1wherein R1, R2, R3 and R4 each independently represent a hydrogen atom, a halogen atom, alkyl which may be substituted having 1-4 carbon atoms, aryl which may be substituted, or alkoxycarbonyl which may be substituted, or R1 and R2 are bonded to form an alkylene group, which may be substituted; and wherein X represents hydroxyl, a halogen atom, alkoxy which may be substituted having 1-20 carbon atoms, or aryloxy which may be substituted, with a nitric compound or a nitrogen oxide.