86739-75-5

Upstream product

• 86739-73-3 S-(2-pyridyl) (1RS, 2RS, 5SR, 6RS)-2,5-dimethyl-6-octanoyloxy-6-methoxycarbonylcyclohex-3-ene-1-thiocarboxylate 
• 86739-70-0 (1RS, 2SR, 5RS, 6RS)-2,5-dimethyl-1-octanoyloxy-6-methoxycarbonylcyclohex-3-ene-1-carboxylic acid 
• 86739-71-1 dimethyl (1RS, 2SR, 5RS, 6RS)-2,5-dimethyl-1-octanoyl-oxycyclohex-3-ene-1,6-dicarboxylate 
• 86739-72-2 (1RS, 2RS, 5SR, 6RS)-2,5-dimethyl-6-octanoyloxy-6-methoxycarbonylcyclohex-3-ene-1-carboxylic acid 
• 86739-62-0 (1RS, 2SR, 5RS, 6RS)-2,5-dimethyl-1-octanoyloxycyclohex-3-ene-1,6-dicarboxylic acid anhydride 
• 5194-51-4 (2E,4E)-hexa-2,4-diene 
• 86739-74-4 methyl (1RS, 2SR, 5RS, 6RS)-2,5-dimethyl-1-octanoyloxy-6-benzylcarbonylcyclohex-3-ene-1-carboxylate 

Relevant academic research and scientific papers

An Approach to Cytochalasan Synthesis: Macrolide Formation by an Intramolecular Diels-Alder Reaction. X-Ray Structure of Methyl (1RS, 2SR, 5RS, 6RS)-2,5-Dimethyl-1-hydroxy-6-cyclohex-3-ene-1-carboxylate

When heated in toluene under reflux, under high dilution conditions, trans,trans-hexadeca-12,14-dienoyl-oxymaleic anhydride (4) cyclised via an intramolecular Diels-Alder reaction to give the macrocyclic lactone (5) in 27percent yield together with 5percent of a regioisomer (23). (1RS, 2SR, 5RS, 6RS)-2,5-Dimethyl-1-octanoyloxycyclohex-3-ene-1,6-dicarboxylic acid anhydride (11) was converted into the methyl (1RS, 2SR, 5RS, 6RS)-2,5-dimethyl-1-octanoyloxy-6-benzylcarbonylcyclohex-3-ene-1-carboxylate (33), but selective reduction of this ketone was unsuccessful.The structure of one of the reduction products, methyl (1RS, 2SR, 5RS, 6RS)-2,5-dimethyl-1-hydroxy-6-cyclohex-3-ene-1-carboxylate (35) was confirmed by an X-ray structure determination.