The chemical industry reduces the impact on the environment during synthesis tert-Butyl (2-aminocyclohexyl)carbamate. I believe this compound will play a more active role in future production and life.
Application of 317595-54-3, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 317595-54-3, name is tert-Butyl (2-aminocyclohexyl)carbamate, This compound has unique chemical properties. The synthetic route is as follows.
General procedure: 0.3 g (3 mmol) of ethyl glyoxylate was dissolved in 30 mL of anhydrous dichloromethane containing molecular sieves (4A). Then, 0.7 g (3 mmol) of N-[(1R,2R)-2-aminocyclohexyl)benzenesulfonamide (1a) was added and the solution was stirred for 24 h at room temperature. The reaction mixture was then transferred to the three-necked flask equipped with a mechanical stirrer and the source of argon and was cooled to -78 C. 0.25 mL (3 mmol) of trifluoroacetic acid, 0.25 mL(2 mmol) of BF3¡¤Et2O, and 0.35 mL (4 mmol) of freshly distilled cyclopentadiene were then added in 10 min intervals. After 24 h of stirring at -78 C, the reaction was quenched by additionof saturated aqueous NaHCO3 The reaction mixture was filtered through a bed of cellite, and extracted with CH2Cl2 (3¡Á20 mL). The combined organic phases were dried over Na2SO4, filtered, and solvent was evaporated. 2.75 g of solid residue was dissolved in EtOH and 0.15 g of palladium on carbon (10%w/w) and 0.6 g of K2CO3 were added. The suspension was stirred under 1 atm of hydrogen for 24 h. The reaction mixture was filtered through a cellite, and ethanol was evaporated. Than mixture was dissolved in dichloroethane (20 mL), washed with water (3 ¡Á 20 mL) and evaporated. After column chromatography(eluent CHCl3) compound 3a product was obtained as colorless oil. Compounds 3b-c were synthesized analogously using N-((1R,2R)-2-aminocyclohexyl)-4-methylbenzenesulfonamide(1b), and tert-butyl-(2-aminocyclohexyl)carbamate (1c),respectively. In case of 1c substrate, trifluoroacetic acid was not added. When N-((1R,2R)-2-aminocyclohexyl)benzamide(1d) and N-((1R,2R)-2-aminocyclohexyl)-3-(3,5-bis(trifluoromethyl)phenyl)thiourea (1e) were used, the last step (double bond hydrogenation) was ineffective and 2-azabicyclo[2.2.1]hept-5-ene derivatives 2d, 2e were obtained.
The chemical industry reduces the impact on the environment during synthesis tert-Butyl (2-aminocyclohexyl)carbamate. I believe this compound will play a more active role in future production and life.
Reference:
Article; Dorsz, Mateusz; Kleniewska, Karolina; Wojaczy?ska, Elzbieta; Phosphorus, Sulfur and Silicon and the Related Elements; vol. 191; 2; (2016); p. 279 – 282;,
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