Electric Literature of 27489-62-9, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 27489-62-9 as follows.
Compound 29 (1.15 g, 10 mmol), CBzCl (2.14 g, 12 mmol) andTEA (1.23 g, 12 mmol) were dissolved in ACN at 0-5 C and stirredfor 1 h. The reaction mixture was diluted with EtOAc and water.The organic layer was separated and washed with water (2 10mL). After drying with anhydrous Na2SO4, the organic layer wastreated with 1 g of silica gel and evaporated under reduced pressureto give a dry plug. This plug was placed on top of a silica gelcolumn and eluted with CHCl3 and MeOH. Fractions containingthe product (TLC) were pooled and evaporated to afford a whitesolid 30 in 90% yield. mp 161.6-163.8 C (lit39 163-165 C); TLCRf 0.49 (CHCl3: MeOH, 20:1); 1H NMR (CDCl3) d 1.25 (m, 2H,CH2), 1.39 (m, 2H, CH2), 1.50 (d, J = 4.00 Hz, 1H, exch, OH), 1.97(m, 4H, CH2), 3.51 (m, 1H, NCH), 3.60 (m, 1H, OCH), 4.60 (br, 1H,exch, NH), 5.10 (s, 2H, CH2), 7.38 (m, 5H, ArH); HPLC >95%; ESIMSm/z [M+H]+, calcd 250.14, found 250.22.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,27489-62-9, its application will become more common.
Reference:
Article; Xiang, Weiguo; Choudhary, Shruti; Hamel, Ernest; Mooberry, Susan L.; Gangjee, Aleem; Bioorganic and Medicinal Chemistry; vol. 26; 9; (2018); p. 2437 – 2451;,
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