4888-64-6

Upstream product

• 109068-24-8 (+/-)-3,5-dinitro-benzoic acid-(2t,4t-dimethyl-cyclohex-r-yl ester) 
• 23713-65-7 2,4-dimethylcyclohexan-1-ol 
• 78-79-5 isoprene 
• 105-67-9 2,4-Xylenol 
• 23713-65-7 (+/-)-t-2,t-4-Dimethyl-1-r-cyclohexanol 
• 23713-65-7 (-)(1S,2S,4S)-2,4-Dimethyl-1-cyclohexanol 
• 53898-13-8 1-Methylen-2β.4β-dimethyl-cyclohexan 
• 823-55-2 2,4-dimethylcyclohexanone 
• 40122-96-1 (+/-)-2,4-dimethylcyclohex-2-en-1-one 
• 111003-05-5 (-)-(1S,2R,4S)-2,4-dimethylcyclohexanol 

Downstream Products

• 113776-10-6 (+)-(1S,2R,4R)-2,4-dimethylcyclohexanol 
• 111003-03-3 c-2,t-4-Dimethyl-r-1-cyclohexanol 
• 146098-89-7 (E,2R,4R)-(2,4-dimethylcyclohexane)benzylidene 
• 23713-65-7 (+/-)-t-2,t-4-Dimethyl-1-r-cyclohexanol 
• 23713-65-7 (+/-)-c-2,c-4-Dimethyl-1-r-cyclohexanol 
• 146098-93-3 (1R,2S,4S)-1-[(R)-((3aR,7aR)-1,3-Dimethyl-2-oxo-octahydro-2λ⁵-benzo[1,3,2]diazaphosphol-2-yl)-phenyl-methyl]-2,4-dimethyl-cyclohexanol 
• 69256-18-4 (-)-(2R,4R)-cis-2,4-Dimethyl-1-cyclohexanone 
• 6746-42-5 (+)-(2R,4S,6R,αR)-Isocycloheximide 
• 18006-33-2 (-)-α-Epiisocycloheximide 

Relevant academic research and scientific papers

Diastereo- and enantioselective synthesis of dimethylcyclohexanamines by asymmetric reductive amination

A series of optically active dimethylcyclohexanamines 6a-c, e, with ee values ranging from 86- > 99%, have been synthesised by asymmetric reductive amination of the corresponding racemic diastereomeric cyclohexanones 3a-c, e. Their conformation and configuration are also discussed.

Total Synthesis of (+/-)-Pyridoxatin

An efficient two-step route to pyridoxatin analogues 13 and 15 has been developed.Condensation of 4-hydroxypyridone (4) with citronellal (10) affords o-quinone methide intermediate 11, which reacts further to give inverse electron demand Diels-Alder adducts 12 and 16 and ene adduct 14.Oxidation of 12 and 14 with MoO5 by Sammes' procedure completes the synthesis of 13 and 15.Using this approach, the first total synthesis of (+/-)-pyridoxatin (1) has been carried out in seven steps from cis-2,4-dimethylcyclohexanone (21).The key step is the condensation of 4-hydroxypyridone (4) with the allylic silane aldehyde 26 to give 35percent of cyclohexylpyridones 2 and 30.

Preparation of Optically Pure cis-2,4-Dimethyl-1-cyclohexanones, the Key Intermediates in Cycloheximide Synthesis, Using Microbial Resolution

Asymmemtric hydrolysis of acetate (10) of (+/-)-t-2,t-4-dimethyl-r-1-cyclohexanol with Bacillus subtilis var. niger gave (-)-(1S,2S,4S)-2,4-dimethyl-1-cyclohexanol (6a) and (+)-(1R,2R,4R)-acetate (10b) with high optical purities.Optically pure (-) and (+)-alcohols (6a and 6b) were prepared via corresponding 3,5-dinitrobenzoates.Oxidation of alcohols (6a and 6b) with chromic acid gave optically pure (-)-(2S,4S) and (+)-(2R,4R)-2,4-dimethyl-1-cyclohexanones (2a and 2b), respectively.