141553-14-2

Upstream product

• 123-75-1 pyrrolidine 
• 26785-37-5 (+/-)-trans-2-(pyrrolidin-1-yl)cyclohexanamine 
• 141-78-6 ethyl acetate 
• 501-53-1 benzyl chloroformate 
• 120917-32-0 E/Z-2-(RS)-methoxycyclohexaneimine 
• 745776-46-9 ((1S,2R)-2-Methoxy-cyclohexyl)-((S)-1-phenyl-ethyl)-amine 
• 141553-12-0 cis-2-methoxycyclohexanamine 
• 141553-13-1 (1R,2S)-N-(2-hydroxycyclohexyl)acetamide 
• 7429-44-9 2-methoxycyclohexanone 

Relevant academic research and scientific papers

Chemoenzymatic preparation of optically active trans-cyclohexane-1,2- diamine derivatives: An efficient synthesis of the analgesic U-(-)-50,488

Stereoespecific syntheses of (±)-trans-N,N-cyclohexane-1,2-diamines ((±)-4a-g) were carried out from the corresponding (±)-trans-N,N- dialkylaminocyclohexanols by successive treatment with mesyl chloride and aqueous ammonia. The stereochemical outcome indicates the formation of a meso-aziridinium ion intermediate, Kinetic resolutions of diamines (±)-4 were efficiently accomplished in aminolysis reactions catalyzed by lipase B from Candida antarctica with ethyl acetate as the solvent and acyl donor. Acetamides and the remaining diamines, isolated as the benzyloxycarbonyl derivatives, were obtained with very high ee values (92-99%), One of the carbamates was used as a precursor of the analgesic U-(-)-50,488.

NOVEL, ENANTIOSELECTIVE SYNTHESIS OF VICINAL CYCLOHEXANE-DIAMINES AS KEY-INTERMEDIATES FOR HIGHLY SELECTIVE OPIOID KAPPA AND SIGMA AGONISTS.

Enantiomers of Cyclohexane-1,2-diamines have been synthesized via two different synthetic approaches by asymmetric catalytic hydrogenation.