With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.68737-65-5,(1R,2R)-N,N’-Dimethyl-1,2-cyclohexanediamine,as a common compound, the synthetic route is as follows.
General procedure: A solution of 4,4-dimethylpentanoyl chloride (2.30g, 15.5mmol) in DCM (5mL) was added dropwise to a stirring biphasic mixture of (S,S)- 4 (1.05g, 7.4mmol) in DCM (10mL) and NaOH (1.39g, 34.8mmol) in water (10mL) at 0C. The resulting mixture was stirred at room temperature for 24h. The two layers were separated and the aqueous layer was extracted with DCM (4¡Á20mL). The combined organic layers were dried over MgSO4, filtered and evaporated under reduced pressure to give the bis-amide as a yellow oil. A solution of the crude bis-amide (7.4mmol) in anhydrous THF (20mL) was added dropwise to a stirred suspension of LiAlH4 (0.91g, 24mmol) in anhydrous THF (20mL) at 0C, under a N2 atmosphere. The resulting mixture was heated at reflux for 24h. The reaction mixture was allowed to cool to 0C and Et2O (20mL) was carefully added. The reaction mixture was quenched by the slow addition of water (1.0mL, 1vol.equivwrt LiAlH4), 10% NaOH solution (1.0mL, 1vol.equivwrt LiAlH4), water (3mL, 3vol.equivwrt to LiAlH4) and was allowed to stir for 1h, an off-white precipitate was observed. The mixture was filtered through a pad of Celite to remove the inorganic salts and washed with 24:1 DCM:MeOH (2¡Á30mL). The filtrate was dried over MgSO4, filtered and evaporated under reduced pressure to afford the crude product which was purified by column chromatography (DCM with 5% MeOH and 0.5% NEt3) to yield ( S,S)-8 as a pale yellow oil (1.02g, 50%).
As the paragraph descriping shows that 68737-65-5 is playing an increasingly important role.
Reference£º
Article; Foley, Vera M.; Cano, Rafael; McGlacken, Gerard P.; Tetrahedron Asymmetry; vol. 27; 22-23; (2016); p. 1160 – 1167;,
Metal catalyst and ligand design
Ligand Template Strategies for Catalyst Encapsulation – NCBI