73214-63-8

Upstream product

• 40882-88-0 2-Methyl-but-1-en-4-yl-propionat 
• 97344-88-2 isopentenylmagnesium bromide 
• 110995-22-7 Ethyl 3,7-dimethyl-2ξ,7-octadienoate 
• 79-03-8 propionyl chloride 
• 20038-12-4 4-bromo-2-methylbut-1-ene 
• 90545-41-8 3-oxo-7-methyl-7-octen-1-ol 
• 118335-92-5 (Z)-3-(Diethoxy-phosphoryloxy)-7-methyl-octa-2,7-dienoic acid ethyl ester 
• 73945-78-5 3-butyn-1-yl propionate 
• 72535-09-2 4-methyl-4-penten-1-ylmagnesium bromide 
• 927-74-2 3-Butyn-1-ol 
• 17869-75-9 4-(trimethylsilyloxy)-1-butyne 
• 73945-79-6 7-methyl-3-methylene-7-octen-1-ol 
• 128957-98-2 3-methyleno-4-chlorobutan-1-ol propionate 
• 1222538-34-2 diethyl acetal of 3-(bromomethyl)but-3-enal 

Relevant academic research and scientific papers

PHOTOENOLISATION OF CONJUGATED ESTERS: SYNTHESIS OF A SAN JOSE SCALE PHEROMONE BY PARTIALLY REGIO-CONTROLLED PHOTOCHEMICAL DECONJUGATION.

The photochemical deconjugation reaction of an α,β-unsaturated ester is applied to the synthesis of one of the components of the San Jose scale pheromone, compound 1.The use of a weak organic base as a means of control of the regiochemistry of the deconjugation reaction was demonstrated.

SYNTHESIS OF THE THREE ISOMERIC COMPONENTS OF SAN JOSE SCALE PHEROMONE

The three isomeric components of the San Jose scale pheromone have been synthesized stereospecifically fro a common intermediate β-keto ester.

7-METHYL-3-METHYLENE-7-OCTENAL ACETAL COMPOUND AND METHODS FOR PRODUCING ALDEHYDE COMPOUND AND ESTER COMPOUND USING THE SAME

There are provided methods of efficiently producing compounds that are, for example, sex pheromones of San Jose Scale. For example, there is provided a method for producing a 7-methyl-3-methylene-7-octenyl carboxylate compound (4), the method including the steps of: hydrolyzing a 7-methyl-3-methylene-7-octenal acetal compound (1) to obtain 7-methyl-3-methylene-7-octenal (2); reducing the 7-methyl-3-methylene-7-octenal (2) to obtain 7-methyl-3-methylene-7-octenol (3); and esterifying the 7-methyl-3-methylene-7-octenol (3) to obtain a 7-methyl-3-methylene-7-octenyl carboxylate compound (4).

1-(2-ACYLOXYETHYL)CYCLOPROPYL SULFONATE COMPOUND, 3-HALOMETHYL-3-BUTENYL CARBOXYLATE COMPOUND, AND METHOD FOR PRODUCING 4-ALKYL-3-METHYLENEBUTYL CARBOXYLATE

Provided is a simple, selective and efficient method for producing 4-alkyl-3-methylenebutyl carboxylates such as 7-methyl-3-methylene-7-octenyl propionate. More specifically, provided is, for example, a method for producing a 4-alkyl-3-methylenebutyl carb

7-METHYL-3-METHYLENE-7-OCTENYL HALIDE, METHOD FOR PRODUCING THE SAME, AND METHOD FOR PRODUCING 7-METHYL-3-METHYLENE-7-OCTENYL PROPIONATE

Provided is a simple, selective and efficient method for producing 7-methyl-3-methylene-7-octenyl propionate and the like. More specifically, provided is, for example, a method for producing 7-methyl-3-methylene-7-octenyl propionate, comprising the steps of: subjecting a nucleophile represented by Formula (1) and an electrophile represented by Formula (2) to a coupling reaction to obtain a 7-methyl-3-methylene-7-octenyl halide represented by Formula (3), and subjecting the 7-methyl-3-methylene-7-octenyl halide (3) to propionyloxylation to obtain the 7-methyl-3-methylene-7-octenyl propionate represented by Formula (4).

3-ACYLOXYMETHYL-3-BUTENYL CARBOXYLATE COMPOUND AND METHOD FOR PRODUCING 4-ALKYL-3-METHYLENEBUTYL CARBOXYLATE

Provided is a simple, selective and efficient method for producing 4-alkyl-3-methylenebutyl carboxylates such as 7-methyl-3-methylene-7-octenyl propionate. More specifically provided is a method for producing a 4-alkyl-3-methylenebutyl carboxylate compound, the method comprising a diacyloxylation step of subjecting a 4-halo-2-halomethyl-1-butene compound (6) to diacyloxylation to obtain a 3-acyloxymethyl-3-butenyl carboxylate compound (3), and a coupling step of subjecting the 3-acyloxymethyl-3-butenyl carboxylate compound (3) to a coupling reaction with an organometallic reagent (4) to obtain the 4-alkyl-3-methylenebutyl carboxylate compound (5).

3-Acyloxymethyl-3-Butenyl Carboxylate Compound And Method For Producing 4-Alkyl-3-Methylenebutyl Carboxylate

Provided is a simple, selective and efficient method for producing 4-alkyl-3-methylenebutyl carboxylates such as 7-methyl-3-methylene-7-octenyl propionate. More specifically provided is a method for producing a 4-alkyl-3-methylenebutyl carboxylate compound, the method comprising a diacyloxylation step of subjecting a 4-halo-2-halomethyl-1-butene compound (6) to diacyloxylation to obtain a 3-acyloxymethyl-3-butenyl carboxylate compound (3), and a coupling step of subjecting the 3-acyloxymethyl-3-butenyl carboxylate compound (3) to a coupling reaction with an organometallic reagent (4) to obtain the 4-alkyl-3-methylenebutyl carboxylate compound (5).

The synthesis of the isomeric components of San Jose scale pheromone - An illustration of a stereospecific synthesis of trisubstituted alkenes

The three isomeric components of the San Jose scale pheromone, 5-7, have been synthesized from a common β-keto ester intermediate. A study of the alkylation of the dianion of methyl acetoacetate with a series of alkylating agents with the same carbon skeleton has been carried out. The trisubstituted alkenes in 5 and 6 have been synthesized stereospecifically via a copper-catalyzed coupling of a methyl Grignard reagent with the E or Z enol phosphate from the alkylated β-keto ester. In the case of the Z enol derivative, the coupling reaction was carried out on the diethyl- and diphenylphosphates, and the enol triflate. The diethyl enol phosphate gave the highest stereoselectivity. The synthetic pheromones were attractive to San Jose scale in the field.

SYNTHESIS OF α-MYRCENOL ACETATE AND PROPIONATE FROM ISOBUTENYLCARBINOL

A synthesis of α-myrcenol acetate and propionate was carried out by a controlled combination of suitable isobutenylcarbinol derivatives according to the Wurtz reaction.