49815-58-9

Upstream product

• 1189-09-9 methyl geranate 
• 67-56-1 methanol 
• 432-25-7 2,6,6-trimethylcyclohex-1-enecarbaldehyde 
• 71135-95-0 methyl 2,2-dimethyl-6-oxocyclohexanecarboxylate 
• 15681-48-8 lithium dimethylcuprate 
• 71712-65-7 2-(Diethoxy-phosphoryloxy)-6,6-dimethyl-cyclohex-1-enecarboxylic acid methyl ester 
• 917-54-4 methyllithium 
• 7553-56-2 iodine 
• 71-43-2 benzene 
• 471-90-9 2,6,6-trimethyl-cyclohex-1-enecarboxylic acid 
• 74-88-4 methyl iodide 
• 2408-37-9 2,2,6-trimethylcyclohexan-1-one 
• 2816-57-1 2,6-dimethylcyclohexanone 
• 870-63-3 prenyl bromide 

Downstream Products

• 59633-88-4 2-(bromomethyl)-1,3,3-trimethylcyclohex-1-ene 
• 49815-59-0 4-(2',6',6'-trimethyl-1'-cyclohexenyl)-1,6-heptadien-4-ol 
• 471-90-9 2,6,6-trimethyl-cyclohex-1-enecarboxylic acid 
• 81752-87-6 methyl (+/-)-2,2-dimethyl-6-methylene-1-cyclohexanecarboxylate 
• 31191-93-2 2-methylene-6,6-dimethyl-1-[but-2-enoyl]-cyclohexane 
• 52612-44-9 methyl (1S,2S)-2,2,6-trimethyl-1-cyclohexane-carboxylate 
• 472-19-5 (2,2-dimethyl-6-methylenecyclohexyl)methanol 
• 16892-20-9 rac-5,5,8a-Trimethyldecal-2-one 
• 31089-73-3 1-(2',6',6'-trimethyl-1'-cyclohexenyl)-3-buten-1-one 
• 23726-92-3 (Z)-1-(2',6',6'-trimethyl-1'-cyclohexenyl)-3-buten-1-one 
• 23726-91-2 beta damascone 
• 113810-68-7 1,1-dimethyl-3-methylidene-2-<(E)-1-(trimethylsilyloxy)but-3-enylidene>cyclohexane 
• 62994-89-2 C₁₀H₁₅O⁽¹⁺⁾ 
• 432-23-5 2,2-dimethyl-6-methylenecyclohexane-1-carbaldehyde 

Relevant academic research and scientific papers

Synthesis of chlorins and bacteriochlorins from cycloaddition reactions with porphyrins

Chlorins and bacteriochlorins are reduced porphyrin-type derivatives displaying characteristic structural, physical, and chemical features. Such features make chlorins and bacteriochlorins key “players” in several fields, and specifically in medicine as p

Synthesis of three putative kairomones of the beech leaf-mining weevil Orchestes fagi (L.)

The beech leaf-mining weevil, Orchestes fagi (L.), also known as the beech flea weevil, is a common and widespread pest of beech, Fagus sylvatica L., in its native Europe. It now appears to be well established in Nova Scotia, Canada. We report a novel synthesis of 9-geranyl-p-cymene and syntheses of 9-geranyl-α-terpinene and 1,1-dimethyl-3-methylene-2-vinylcyclohexane, making partial use of known methods. All three of these compounds are found in beech leaf volatiles and/or wood and are putative kairomones of the beech leaf-mining weevil.

METHOD OF RAPID METHYLATION OF ALKENE COMPOUND AND KIT FOR PET TRACER PREPARATION USING THE SAME

To provide a method of rapid methylation of alkenes, which is applicable to the preparation of a PET tracer and which enables alkenes to be methylated through cross coupling between SP2 (alkenyl) and SP3 (alkyl) carbon atoms rapidly and in a high yield. Methyl iodide and an alkenyltrialkylstannane are subjected to cross coupling in an aprotic polar solvent in the presence of a palladium complex having a valence of 0, a phosphine ligand, a cuprous halide, and a carbonate and/or alkali metal fluoride.

Rapid methylation on carbon frameworks useful for the synthesis of 11CH3-incorporated PET tracers: Pd(0)-mediated rapid coupling of methyl iodide with an alkenyltributylstannane leading to a 1-methylalkene

The Pd(0)-mediated rapid coupling of methyl iodide with an excess of alkenyltributylstannane was examined with the aim of incorporating a short-lived 11C-labeled methyl group into a biologically significant organic compound with a 1-methylalkene unit for the synthesis of a PET tracer. Four sets of reaction conditions (A-D) were used, all performed in DMF at 60 °C for 5 min. Condition B, using CH3I/stannane/Pd2(dba) 3/P(o-tolyl)3/CuCl/K2CO3 (1: 40: 0.5: 4-6: 2: 5), works well in almost all cases. Condition D, using CH 3I/stannane/Pd2(dba)3/P(o-tolyl) 3/CuX (X = Br, Cl, or I)/CsF (1: 40: 0.5-5: 2-20: 2-20: 5-50), shows the best results with regard to general applicability to tin substrates, affording the corresponding methylated product in >90% yield based on consumption of methyl iodide. P(t-Bu)2Me was less effective than P(o-tolyl)3, particularly for α,β-unsaturated carbonyl substrates. No regio- or stereoisomerization occurred under these reaction conditions. The efficiency of the protocol was demonstrated by synthesis of an 11C-methylated compound. The Royal Society of Chemistry 2006.