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Citation: ZHU Yizhong, ZHANG Xiquan, LIU Fei, GU Hongmei. A New Synthetic Route Toward Tedizolid Phosphate[J]. Chinese Journal of Applied Chemistry, ;2015, 32(11): 1240-1245. doi: 10.11944/j.issn.1000-0518.2015.11.150081 shu

A New Synthetic Route Toward Tedizolid Phosphate

1.
Chia Tai Tianqing Pharmaceutical Co. Ltd., Nanjing 210042, China

Corresponding author: ZHU Yizhong,
Received Date: 6 March 2015
Available Online: 7 July 2015
Fund Project: 江苏省博士后基金(1101152C) (1101152C)

Tedizolid with a yield of 82.9% was synthesized by the Suzuki coupling reaction of 5-bromo-2-(2-methyl-2H-tetrazol-5-yl) pyridine and(5R)-3-(4-bromo-3-fluorophenyl)-5-(hydroxymethyl)-2-oxazolidinone which was prepared from bis(pinacolato) diboron using 1,1'-bis(diphenylphosphino) ferrocene-palladium(Ⅱ) dichloride dichloromethane complex as the catalyst. The effect of the catalytic system on the reaction of the borylation reaction and Suzuki reaction was investigated respectively,and the optimum reaction conditions were determined. Tedizolid phosphate was obtained by reaction of tedizolid with dibenzyl N,N-diisopropylphosphoramidite,and subsequent debenzylation with Pd/C. The total yield is 66.2%.
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