【药物名称】L-168721
化学结构式(Chemical Structure):
参考文献No.562772
标题:Modeling directed design and biological evaluation of quinazolinones as non-peptidic growth hormone secretagogues
作者:Ye, Z.; Gao, Y.; Bakshi, R.K.; Chen, M.H.; Rohrer, S.P.; Feighner, S.D.; Pong, S.S.; Howard, A.D.; Blake, A.; Birzin, E.T.; Locco, L.; Parmar, R.M.; Chan, W.W.; Schaeffer, J.M.; Smith, R.G.; Patchett, A.A.; Nargund,R.P.
来源:Bioorg Med Chem Lett 2000,10(1),5
合成路线图解说明:

The cyclization of 2-amino-5-bromobenzoic acid (I) with 3-phenylpropionyl chloride (II) by means of DMAP and Et3N in DMF gives the benzoxazinone (III), which by heating with glycine methyl ester (IV) yields the quinazolinone (V). The hydrolysis if (V) with NaOH in THF/water affords 2-[6-bromo-4-oxo-2-(2-phenylethyl)-3,4-dihydroquinazolin-3-yl]acetic acid (VI), which is condensed with the monoprotected hexane-1,6-diamine (VII), by means of HOBt, EDC and NMM to provide the amide (VIII). The condensation of (VIII) with phenylboronic acid (IX) by means of palladium tetrakis(triphenylphosphoine) gives the 6-phenyl substituted quinazolinone (X), which is finally deprotected with HCl.

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