MA Ting,XU Chang-rong,ZHOU Xiang-dong.Design and synthesis of an antitubercular compound, 24-ketoarguesterol[J].J Amry Med Univ (J Third Mil Med Univ),2009,31(10):902-905.
MA Ting,XU Chang-rong,ZHOU Xiang-dong.Design and synthesis of an antitubercular compound, 24-ketoarguesterol[J].J Amry Med Univ (J Third Mil Med Univ),2009,31(10):902-905.DOI:
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. 3β-tert-butyldimethylsilyoxyl-5β-hydroxyl-6β-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 (
1
HNMR)
carbon magnetic resonance spectroscopy
(
13
CNMR) 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.