87802-98-0

Usage

Uses

Used in Pharmaceutical Industry:
3-Cyclohexene-1-carboxylic acid, 5-[(methoxycarbonyl)oxy]-, methyl ester, (1R,5R)-relis used as a pharmaceutical intermediate for the synthesis of various drugs and drug candidates. Its specific stereochemistry and unique chemical structure make it a promising candidate for the development of new therapeutic agents.
Used in Agrochemical Industry:
3-Cyclohexene-1-carboxylic acid, 5-[(methoxycarbonyl)oxy]-, methyl ester, (1R,5R)-relis used as an agrochemical intermediate for the development of new pesticides and other agricultural chemicals. Its unique properties and reactivity may contribute to the creation of more effective and environmentally friendly products.
Used in Materials Science:
3-Cyclohexene-1-carboxylic acid, 5-[(methoxycarbonyl)oxy]-, methyl ester, (1R,5R)-relis used in materials science for the development of new polymers and other materials with specific properties. Its cyclohexene ring and ester functionality may contribute to the creation of materials with unique mechanical, thermal, or chemical properties.
Note: The uses listed above are hypothetical and based on the general properties of the compound. Further research and testing are likely needed to fully understand the properties and potential uses of this chemical compound.

Upstream product

• 54911-89-6 cis-methyl 5-hydroxycyclohex-3-enecarboxylate 
• 79-22-1 methyl chloroformate 
• 4771-80-6 1,2,5,6-tetrahydrobenzoic acid 
• 19914-92-2 (+/-)-4-iodo-6-oxabicyclo[3.2.1]octan-7-one 
• 4720-83-6 6-oxabicyclo<3.2.1>-oct-3-en-7-one 
• 26114-87-4 cis-1,2,3,6-tetrahydro-[1,1'-biphenyl]-3-ol 
• 493-72-1 5-phenyl-cyclohexane-1,3-dione 

Downstream Products

• 64841-68-5 methyl cis-6-(bis(methoxycarbonyl)methyl)cyclohexen-4-carboxylate 
• 74545-66-7 methyl trans-6-(bis(methoxycarbonyl)methyl)cyclohexen-4-carboxylate 
• 112825-92-0 2-((1S,5S)-5-Methoxycarbonyl-cyclohex-2-enyl)-malonic acid diethyl ester 
• 136892-38-1 (±)-methyl 3-(1SR, 3SR)-(bis(methoxycarbonyl)methyl)-4-cyclohexenecarboxylate 
• 104713-41-9 2-((1R,5R)-5-Methoxycarbonyl-cyclohex-2-enyl)-malonic acid dimethyl ester 
• 656223-67-5 (1S,5S)-N,N-bis-p-methoxybenzyl(5-methoxycarbonylcyclohex-2-enyl)amine 
• 656223-66-4 (1S,5S)-N-benzyl-N-p-methoxybenzyl(5-methoxycarbonylcyclohex-2-enyl)amine 
• 305805-56-5 cis-5-methoxycarbonyl-3-nitromethylcyclohexene 
• 120990-27-4 cis-3-methoxycarbonyl-2-cyclohexenyl azide 
• 74866-40-3 methyl (Z)-5-(phenylsulfonyl)-3-cyclohexene-1-carboxylate 
• 1101861-61-3 (1R,5R)-methyl 5-(1-(2-nitrophenylsulfonyl)-2-(propan-2-ylidene)hydrazinyl)cyclohex-3-enecarboxylate 
• 7605-57-4 methyl (1R,5S)-5-methylcyclohex-3-enecarboxylate 
• 7605-57-4 methyl cis-5-methylcyclohex-3-enecarboxylate 

Relevant academic research and scientific papers

Asymmetric palladium-catalyzed allylic alkylation using dialkylzinc reagents: A remarkable ligand effect

A serendipitously discovered palladium-catalyzed asymmetric allylic alkylation reaction with diorganozinc reagents, which displays broad functional group compatibility, is reported. This novel transformation hinges on a remarkable ligand effect which overrides the standard "umpolung" reactivity of allyl-palladium intermediates in the presence of dialkylzincs. Owing to its mild conditions, enantioselective allylic alkylations of racemic allylic electrophiles are possible in the presence of sensitive functional groups. Umpole-me-not: A serendipitously discovered palladium-catalyzed asymmetric allylic alkylation reaction with diorganozinc reagents displays broad functional group compatibility. This novel transformation hinges on a remarkable ligand effect which overrides the standard "umpolung" reactivity of allyl-palladium intermediates in the presence of dialkylzinc compounds.

On the Regio- and Stereoselectivity of Bu4N-Catalyzed Allylic Alkylation

Bu4N has been found to catalyze the alkylation of allylic carbonate with malonate anion.The reaction proceeds with good regioselectivity, the nucleophile attacking predominantly at the carbon where the leaving group was attached.Retention of configuration of the double bond during the course of reaction was observed.Alkylation of methyl (Z)-5-carbomethoxy-1-cyclohexen-3-yl carbonate with sodium salt of dimethyl malonate yielded dimethyl ((Z)-5-carbomethoxy-1-cyclohexen-3-yl)malonate in a highly stereoselective fashion, and a net retention of configuration at the center undergoing substitution is thus established.On the basis of regio- and stereochemical results, a reaction pathway involving an ?-allyliron complex has been suggested.