Full-synthesizing method of natural product (+)-negamycin
A natural product and total synthesis technology, applied in the fields of compounds, chemical instruments and methods, and preparation of hydrazides of group 4/14 elements of the periodic table, can solve the problems affecting the structure-activity relationship and limit the research and synthesis of negamycin medicinal chemistry Long route and other problems, to achieve the effect of short production cycle and sufficient source of compounds
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[0035] Synthesis of (R)-3-tert-butyldimethylsiloxy-4-chlorobutyric acid ethyl ester (2) in step A
[0036] 2.72g of imidazole was dissolved in 20mL of DMF, cooled to 0°C in an ice-water bath, 3.3g of compound 1 and 3.0g of tert-butyldimethylsilicon chloride were added in sequence, and after stirring for 24h, the reaction was monitored by TLC (developing solvent, Petroleum ether: ethyl acetate=5:1, v / v), add 5 mL of saturated aqueous sodium bicarbonate solution to quench the reaction, add 20 mL of water and stir well, separate the organic phase, extract the aqueous phase with ether (3×30 mL), combine the organic The phase was washed with saturated aqueous sodium chloride solution, dried over anhydrous sodium sulfate, filtered, concentrated, purified by column chromatography, eluent (petroleum ether:ethyl acetate=100:1) to obtain 5.0 g of yellow oil, yield 90%.
[0037] Specific rotation value [α] D 25 18.0(c 1.03, CHCl 3 ); the H NMR spectral data of the compound are as fo...
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