H-VAL-ALLYL ESTER P-TOSYLATE synthesis

Yield:-

Reaction Conditions:

in water;toluene for 24 h;Reflux;Dean-Stark;

Steps:

Synthesis of compound 10b
General procedure: A mixture of L-valine (1.00 g, 8.53 mmol), cyclohexylmethanol (3.67 mL, 29.87 mmol) and p-TsOH.H₂O (1.948 g, 10.24 mmol) in 15.0 mL of toluene were heated to reflux using a Dean-Stark apparatus for 24 hours. Next, the reaction mixture was allowed to cool to room temperature and the solvent was evaporated. The viscous oil thus obtained was placed under high vacuum pump for several hours and recrystalized using 5% hexane in EtOAc to afford 2.985 g (7.74 mmol) of creamy white amorphous solid as a product. The crude product thus obtained was used directly for next step without further purification or characterization.

References:

Niroula, Doleshwar;Hallada, Liam P.;Le Chapelain, Camille;Ganegamage, Susantha K.;Dotson, Devon;Rogelj, Snezna;Groll, Michael;Tello-Aburto, Rodolfo [European Journal of Medicinal Chemistry,2018,vol. 157,p. 962 - 977] Location in patent:supporting information

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