111613-41-3

Usage

Uses

Used in Pharmaceutical Industry:
7-Oxabicyclo[4.1.0]heptane, 4-(1,5-dimethyl-1,4-hexadienyl)-1-methyl-, [1R-[1a,4b(Z),6a]]is used as a potential pharmaceutical compound for its unique chemical structure and properties. Its specific stereochemistry and functional groups may contribute to the development of new drugs with novel therapeutic effects.
Used in Material Science:
In the field of material science, 7-Oxabicyclo[4.1.0]heptane, 4-(1,5-dimethyl-1,4-hexadienyl)-1-methyl-, [1R-[1a,4b(Z),6a]]can be utilized as a building block for the synthesis of new materials with specific properties. Its unique composition and stereochemistry may enable the creation of materials with tailored characteristics for various applications, such as polymers, coatings, or adhesives.
Used in Chemical Research:
7-Oxabicyclo[4.1.0]heptane, 4-(1,5-dimethyl-1,4-hexadienyl)-1-methyl-, [1R-[1a,4b(Z),6a]]serves as a valuable subject for chemical research, particularly in the study of stereochemistry, reaction mechanisms, and the synthesis of complex organic molecules. Its unique structure and properties can provide insights into the behavior of similar compounds and contribute to the advancement of organic chemistry.

Upstream product

• 3017-69-4 2-methyl-1-propenylbromide 
• 125356-17-4 (1R,4S,6S)-4-((Z)-3-Bromo-1-methyl-propenyl)-1-methyl-7-oxa-bicyclo[4.1.0]heptane 
• 59555-69-0 2-methyl-5-(phenylsulfonyl)-2-pentene 
• 111613-37-7 (1R,2S,4S)-4-Acetyl-1,2-epoxy-1-methylcyclohexane 
• 214333-57-0 (2R*,3R*,1'S,3'S,4'R)-2-(3',4'-epoxy-4'-methylcyclohexyl)-6-methyl-3-phenylthio-5-hepten-2-ol 
• 214333-53-6 erythro-(1R,2S,4S)-4-(1',5'-Dimethyl-2'-diphenylphosphinoyl-1'-hydroxyhex-4'-enyl)-1,2-epoxy-1-methylcyclohexane 
• 203719-53-3 (-)-limonene oxide 
• 102208-60-6 (S)-4-methyl-3-cyclohexene-1-carboxylic acid 
• 870-63-3 prenyl bromide 
• 203632-81-9 (1S,3S,5S)-4-bromo-4-methyl-6-oxabicyclo[3.2.1]octan-7-one 
• 203632-82-0 (1R,4S,6R)-6-bromo-1-methyl-2-oxabicyclo[2.2.2]octan-3-one 
• 203632-84-2 (1'S,3'S,4'R)-1-(3',4'-epoxy-4'-methylcyclohexyl)-5-methyl-2-phenylthio-4-hexen-1-one 
• 214333-54-7 2-methyl-5-phenylseleno-5-phenylthio-2-pentene 
• 214333-51-4 5,5-bis(phenylseleno)-2-methyl-2-pentene 

Downstream Products

• 203632-86-4 (1R,2R,4S)-4-((Z)-1,5-Dimethyl-hexa-1,4-dienyl)-1-methyl-cyclohexane-1,2-diol 
• 214333-61-6 (2S,3S,6S,7Z)-3-acetoxy-2-methanesulfonyloxy-7,10-bisaboladiene 
• 214333-60-5 (2R,3R,6S,7Z)-2-acetoxy-3-methanesulfonyloxy-7,10-bisaboladiene 

Relevant academic research and scientific papers

Highly stereoselective syntheses of the sex pheromone components of the southern green stink bug Nezara viridula (L.) and the green stink bug Acrosternum hilare (say)

Diastereoisomeric (Z)-(1R,2S,4S)- and (Z)-(1S,2R,4S)-epoxybisabolenes (1 and 2), sex pheromone components of the stink bugs Nezara viridula and Acrosternum hilare were synthesized stereoselectively in three steps from commercially available (-)-limonene oxide 3. Two other stereoisomers, (E)- (1R,2S,4S)- and (E)-(1S,2R,4S)-epoxybisabolenes (7 and 9) were obtained in two steps from the same starting material. The other four stereoisomers are also accessible by simply substituting (+)-limonene oxide for 3, providing short, stereoselective routes to all eight possible stereoisomers.

A convenient synthesis of (2s,3r,6s,7z)- and (2r,3s,6s,7z)-2,3-epoxy- 7,10-bisaboladiene, the sex pheromones of the southern green stink bug (nezara viridula)

(2S,3R,6S,7Z)-2,3-Epoxy-7,10-bisaboladiene, a sex pheromone component of the southern green stink bug, Nezara viridula (L.) was synthesized stereoselectively in four steps (19% overall yield) from (S)-4-methyl-3- cyclohexene-1-carboxylic acid. This epoxy bisaboladiene was converted in three more steps (64% yield) to its (2R,3S,6S,7Z)-isomer, another sex pheromone component of the southern green stink bug, by inverting the configuration of the epoxide ring.

A convenient stereoselective synthesis of a sex pheromone component of the southern green stink bug, Nezara viridula (L.)

(1'S,3'S,4'R,2Z)(-)-2-(3',4'-Epoxy-4'-methylcyclohexyl)-6-methyl-2,5 -heptadiene, a sex pheromone component of the southern green stink bug (Nezara viridula (L.)), was synthesized stereoselectively in four steps and 18% overall yield from (S)-4-methyl-3-cyclohexene-1-carboxylic acid.

Stereocontrolled Synthesis of the Sex Pheromones of the Green Stink Bug

The four diastereoisomeric 3',4'-epoxides of (Z)-α-bisabolene, (+)-1, (+)-2, (-)-1 and (-)-2, have been synthesized by stereocontrolled sequences.Comparisons with natural materials collected from the stink bug Nezara viridula revealed that the pheromone blend of this species contains (+)-1 or (-)-2 as major epoxide and (+)-2 or (-)-1 as minor epoxide in varying ratios depending on the geographical site of collection.

Identification and Synthesis of (Z)-(1'S,3'R,4'S)(-)-2-(3',4'-Epoxy-4'-methylcyclohexyl)-6-methylhepta-2,5-diene, the Sex Pheromone of the Southern Green Stinkbug, Nezara viridula (L.)

The sex pheromone of the male green stinkbug, Nezera viridula (L.) has been shown to be a novel epoxybisabolene (Z)-(1'S,3'R,4'S)(-)-2-(3',4'-epoxy-4'-methylcyclohexyl)6-methylhepta-2,5-diene, whose structure has been confirmed by spectroscopic studies and synthesis of the eight possible stereoisomers.