1,3-Dioxolane-4,5-dicarboxylic acid, 2,2-dimethyl-, 4-methyl ester, (4S,5S)- synthesis

Yield: 98%

Reaction Conditions:

with potassium hydroxide at 20; for 24 h;

Steps:

1. 2. General procedure for synthesis of compound 4
General procedure: To a solution of compound3(14 g, 55.16mmol )in anhydrous methanol (140 mL ) , KOH (3.36 g, 55.16 mmol ) dissolved in anhydrous methanol (70 mL) was added dropwise. After stirring for 24 h, the solution was concentrated under reduced pressure and the residue was extracted with dichloromethane (40 mL×3). The aqueous layer was acidified with 1N HCl until pH=2-3, concentrated under reduced pressure to afford a white solid.Dissolved the solid in dichloromethane, filtered and then concentrated under reduced pressure.The desired compounds4wasobtained .

References:

Zhang, Qiyan;Cao, Ruiyuan;Liu, An;Lei, Shihai;Li, Yuexiang;Yang, Jingjing;Li, Song;Xiao, Junhai [Bioorganic and Medicinal Chemistry Letters,2017,vol. 27,# 17,p. 4061 - 4065] Location in patent:supporting information