55264-91-0

Basic information

• Product Name: DIMETHYL (1R,2S)-4,5-DIMETHYL-4-CYCLOHEXENE-1,2-DICARBOXYLATE
• Synonyms: DIMETHYL (1R,2S)-4,5-DIMETHYL-4-CYCLOHEXENE-1,2-DICARBOXYLATE
• CAS NO: 55264-91-0
• Molecular Formula: C₁₂H₁₈O₄
• Molecular Weight: 226.27
• Mol File: 55264-91-0.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: DIMETHYL (1R,2S)-4,5-DIMETHYL-4-CYCLOHEXENE-1,2-DICARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: DIMETHYL (1R,2S)-4,5-DIMETHYL-4-CYCLOHEXENE-1,2-DICARBOXYLATE(55264-91-0)
• EPA Substance Registry System: DIMETHYL (1R,2S)-4,5-DIMETHYL-4-CYCLOHEXENE-1,2-DICARBOXYLATE(55264-91-0)

Safety Data

• Hazardous Substances Data: 55264-91-0(Hazardous Substances Data)

Upstream product

• 67-56-1 methanol 
• 13303-36-1 4,5-dimethyl-cyclohex-4-ene-1r,2c-dicarboxylic acid-anhydride 
• 513-81-5 2,3-dimethyl-buta-1,3-diene 
• 624-49-7 dimethylfumarate 
• 23055-10-9 1,4-dimethyl but-2-enedioate 
• 624-48-6 dimethyl cis-but-2-ene-1,4-dioate 

Downstream Products

• 91139-52-5 trans-4,5-bis(hydroxymethyl)-1,2-dimethylcyclohexene 
• 5680-10-4 4,5-dimethylphthalic acid 
• 6433-42-7 1,2-dimethylcyclohexene-4,5-trans-dicarboxylic acid 
• 10564-89-3 1,2-dimethylcyclohexene-4,5-cis-dicarboxylic acid 

Relevant articles and documents

Highly-functionalized arene synthesis based on palladium on carbon-catalyzed aqueous dehydrogenation of cyclohexadienes and cyclohexenes

Transition metal-catalyzed dehydrogenation is a clean oxidation method requiring no additional oxidants. We have accomplished a heterogeneous Pd/C-catalyzed aqueous dehydrogenation of 1,4-cyclohexadienes and cyclohexenes to give the corresponding highly-functionalized arenes. Furthermore, various arenes could be efficiently constructed in a one-pot manner via a Diels-Alder reaction and the following dehydrogenation.

Enantioselective total syntheses of (-)-palau'Amine, (-)-axinellamines, and (-)-massadines

Dimeric pyrrole-imidazole alkaloids represent a rich and topologically unique class of marine natural products. This full account will follow the progression of efforts that culminated in the enantioselective total syntheses of the most structurally ornate members of this family: the axinellamines, the massadines, and palau'Amine. A bio-inspired approach capitalizing on the pseudo-symmetry of the members of this class is recounted, delivering a deschloro derivative of the natural product core. Next, the enantioselective synthesis of the chlorocyclopentane core featuring a scalable, catalytic, enantioselective Diels-Alder reaction of a 1-siloxydiene is outlined in detail. Finally, the successful divergent conversion of this core to each of the aforementioned natural products, and the ensuing methodological developments, are described.

Asymmetric Diels-Alder Reactions of Carboxylic Ester Dienophiles Promoted by Chiral Lewis Acids

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