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ChemicalBook CAS DataBase List Ethyl 2-deoxy-2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-3-O-(phenylmethyl)-4,6-O-[(R)-phenylmethylene]-1-thio-beta-D-glucopyranoside
123212-53-3

Ethyl 2-deoxy-2-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-3-O-(phenylmethyl)-4,6-O-[(R)-phenylmethylene]-1-thio-beta-D-glucopyranoside synthesis

8synthesis methods
-

Yield:123212-53-3 91%

Reaction Conditions:

Stage #1: ethyl 4,6-O-benzylidene-2-deoxy-2-N-phthalamido-1-thio-β-Dglucopyranosidewith sodium hydride in N,N-dimethyl-formamide at 20; for 0.5 h;Inert atmosphere;
Stage #2: benzyl bromidewith tetra-(n-butyl)ammonium iodide in N,N-dimethyl-formamide at 20; for 3.5 h;Inert atmosphere;

References:

Barry, Conor S.;Cocinero, Emilio J.;Carcabal, Pierre;Gamblin, David P.;Stanca-Kaposta, E. Cristina;Remmert, Sarah M.;Fernandez-Alonso, Maria C.;Rudic, Svemir;Simons, John P.;Davis, Benjamin G. [Journal of the American Chemical Society,2013,vol. 135,# 45,p. 16895 - 16903] Location in patent:supporting information