SC-41930-药物合成数据库

【药物名称】SC-41930

化学结构式(Chemical Structure):

参考文献No.	98683
标题:	7-[3-(4-Acetyl-3-methoxy-2-propylphenoxy)propoxy]-3,4-dihydro-8-propyl- 2H-1-benzopyran-2-carboxylic acid: An orally active selective leukotriene B4 receptor antagonist
作者:	Djuric, S.W.; Collins, P.W.; Jones, P.H.; et al.
来源:	J Med Chem 1989,32(6),1145-7

合成路线图解说明: The reaction of 2,4-dihydroxy-3-n-propylacetophenone (I) with excess 1,3-dibromopropane in the presence of potassium carbonate in dimethylformamide gives 3-(2-n-propyl-3-hydroxy-4-acetylphenoxy)-1-bromopropane (II). Subsequent reaction of (II) with 2-carbomethoxy-7-hydroxy-8-n-propylchromone in dimethylformamide containing anhydrous potassium carbonate furnished 2-carbomethoxy-7-[5-(2-n-propyl-3-hydroxy-4-acetylphenoxy)propoxy]-8-n-propylchromone (III), m.p. 113-115 C. Hydrogenation of (III) in acetic acid with 5% palladium on carbon catalyst generated 2-carbomethoxy-7-[5-(2-n-propyl-3-hydroxy-4-acetylphenoxy)propoxy]-8-n-propylchroman (IV), m.p. 70-72 C. Subsequent alkylation of (IV) with excess methyl iodide in refluxing acetone containing anhydrous potassium carbonate produced O-methyl ester (V). Final hydrolysis of O-methyl ester (V) was carried out with lithium hydroxide in aqueous methanol to provide SC-41930.

参考文献No.	127737
标题:	SC-41930
作者:	Shone, R.L.; Djuric, S.W.; Tsai, B.S.; Fretland, D.J.; Gaginella, T.S.; Cook, C.S.
来源:	Drugs Fut 1990,15(7),695

合成路线图解说明: The reaction of 2,4-dihydroxy-3-n-propylacetophenone (I) with excess 1,3-dibromopropane in the presence of potassium carbonate in dimethylformamide gives 3-(2-n-propyl-3-hydroxy-4-acetylphenoxy)-1-bromopropane (II). Subsequent reaction of (II) with 2-carbomethoxy-7-hydroxy-8-n-propylchromone in dimethylformamide containing anhydrous potassium carbonate furnished 2-carbomethoxy-7-[5-(2-n-propyl-3-hydroxy-4-acetylphenoxy)propoxy]-8-n-propylchromone (III), m.p. 113-115 C. Hydrogenation of (III) in acetic acid with 5% palladium on carbon catalyst generated 2-carbomethoxy-7-[5-(2-n-propyl-3-hydroxy-4-acetylphenoxy)propoxy]-8-n-propylchroman (IV), m.p. 70-72 C. Subsequent alkylation of (IV) with excess methyl iodide in refluxing acetone containing anhydrous potassium carbonate produced O-methyl ester (V). Final hydrolysis of O-methyl ester (V) was carried out with lithium hydroxide in aqueous methanol to provide SC-41930.