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1.
Journal of Third Military Medical University ; (24)2003.
Artículo en Chino | WPRIM | ID: wpr-565666

RESUMEN

Objective To design and synthesize an antitubercular compound,24-ketoarguesterol.Methods The target compound was synthesized via 8 steps,including methyl esterification,grignard isopropylation,deportation,etc.,using hyodeoxycholic acid as the starting material.3?-tert-butyldimethylsilyoxyl-5?-hydroxyl-6?-di-me-thoxylmethyl-24-keto-B-norcholanate was the key intermediate and grignard isopropylation as the key step.Results The target compound was synthesized in a total yield of 42% and identified by mass spectrometry(MS),proton magnetic resonance spectroscopy(1HNMR),carbon magnetic resonance spectroscopy,(13CNMR)and infrared spectroscopy(IR).Conclusion The synthetic route is characterized by atomic economy and high efficiency and laid the foundation for development of novel antituberculous drugs.

2.
Journal of Third Military Medical University ; (24)2003.
Artículo en Chino | WPRIM | ID: wpr-565665

RESUMEN

Objective To synthesize 24-methylenecholestan-3?,5?,6?-triol,a compound same as a marine natural product,.Methods The target molecule was synthesized in 7 steps using hyodeoxycholic acid as the starting material,3?-(tetrahydropyran-2-yloxy)-cholest-5-ene-24-ketone as the key intermediate and isopropylation in Grignard reagents as the key step.Results The target molecule was synthesized in a total yield of 53% and confirmed by mass spectrometry(MS),proton magnetic resonance spectroscopy(1HNMR),carbon magnetic resonance spectroscopy,(13CNMR)and infrared spectroscopy(IR).Conclusion Our method to synthesize 24-methylene-cholestan-3?,5?,6?-triol is characterized by easily available and cheap starting material,short synthetic route,high yield and atom-economic.

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