24739-70-6

Basic information

• Product Name: Toluene-4-sulfonic acid (R)-2,6,6-trimethyl-cyclohex-2-enylmethyl ester
• Synonyms: Toluene-4-sulfonic acid (R)-2,6,6-trimethyl-cyclohex-2-enylmethyl ester
• CAS NO: 24739-70-6
• Molecular Weight: 308.442
• Mol File: 24739-70-6.mol

Chemical Properties

• CAS DataBase Reference: Toluene-4-sulfonic acid (R)-2,6,6-trimethyl-cyclohex-2-enylmethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Toluene-4-sulfonic acid (R)-2,6,6-trimethyl-cyclohex-2-enylmethyl ester(24739-70-6)
• EPA Substance Registry System: Toluene-4-sulfonic acid (R)-2,6,6-trimethyl-cyclohex-2-enylmethyl ester(24739-70-6)

Safety Data

• Hazardous Substances Data: 24739-70-6(Hazardous Substances Data)

Upstream product

• 88218-59-1 methyl (Z)-3-((diethoxyphosphoryl)oxy)-7-methylocta-2,6-dienoate 
• 53067-23-5 methyl 7-methyl-3-oxooct-6-enoate 
• 6627-74-3 (+/-)-α-cyclogeraniol 
• 98-59-9 p-toluenesulfonyl chloride 
• 81752-85-4 methyl (Z)-7-methyl-3-((trimethylsilyl)methyl)octa-2,6-dienoate 
• 52645-30-4 (R)-(2,6,6-trimethylcyclohex-2-en-1-yl)methanol 
• 14505-74-9 α-cyclocitral 

Downstream Products

• 176324-34-8 ethyl 3-(2,6,6-trimethyl-2-cyclohexenyl)-propanoate 
• 176324-36-0 3-(2,6,6-Trimethyl-cyclohex-2-enyl)-selenopropionic acid Se-methyl ester 
• 176324-37-1 3-(2,6,6-trimethyl-2-cyclohexenyl)propanal 
• 124070-95-7 (1RS,7aSR)-1-(3-furyl)-4,4,7a-trimethyl-1,4,5,6,7,7a-hexahydro-2H-inden-2-one 
• 52567-52-9 3-(2,6,6-trimethyl-2-cyclohexenyl)-propanoic acid 
• 176324-33-7 ethyl 2-ethoxycarbonyl-3-(2,6,6-trimethyl-2-cyclohexenyl)-propanoate 

Relevant articles and documents

A general strategy for the stereoselective synthesis of the furanosesquiterpenes structurally related to pallescensins 1-2

Here, we describe a general stereoselective synthesis of the marine furanosesquiterpenes structurally related to pallescensins 1-2. The stereoisomeric forms of the pallescensin 1, pallescensin 2, and dihydropallescensin 2 were obtained in high chemical and isomeric purity, whereas isomicrocionin-3 was synthesized for the first time. The sesquiterpene framework was built up by means of the coupling of the C10 cyclogeranyl moiety with the C5 3-(methylene)furan moiety. The key steps of our synthetic procedure are the stereoselective synthesis of four cyclogeraniol isomers, their conversion into the corresponding cyclogeranylsulfonylbenzene derivatives, their alkylation with 3-(chloromethyl)furan, and the final reductive cleavage of the phenylsulfonyl functional group to afford the whole sesquiterpene framework. The enantioselective synthesis of the α-, 3,4-dehydro-γ- and γ-cyclogeraniol isomers was performed using both a lipase-mediated resolution procedure and different regioselective chemical transformations.

Model insect antifeedants. Synthesis of azadiradione fragments through acyl radicals cyclizations and stannane coupling reactions

A diastereoselective and versatile synthesis of the model insect antifeedant 16 related to azadiradione has been achieved in nine steps starting from α-cyclocitral 1. The key steps involve intramolecular alkene addition of an acyl radical and a Stille coupling reaction of a vinyl iodide with a stannylfuran.

Synthesis of (+/-)-trixagol by an electrophilic cyclization of an allylsilane

1,5-Dienes containing an allylsilane are cyclized by Lewis acids to methylenecyclohexanes.The trimethylsilyl group exerts a strong activating and directing influence on the regioselectivity of this cyclization.The monocyclic compound 10 was converted into the diterpene, (+/-)-trixagol (3).