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다음 반응식 A의 단계를 포함하는 아릴 나프탈렌 리그난 화합물의 제조방법으로,[반응식 A]상기 A 및 B는 독립적으로 C1-C8 알킬 또는 C2-C9 알킬에테르이거나 또는 A와 B가 메틸렌으로 연결되어 헤테로고리를 형성하고;상기 X는 -O, -NR1 또는 -CH2- 이고;상기 R1은 C1-C8알킬 또는 C7-C14아릴알킬이고;상기 n은 1 또는 2이며;상기 아릴 나프탈렌 리그난 화합물은 6-(벤질옥시)-9-히드록시-7-메톡시나프토[2,3-c]퓨란-1(3H)-온 (6-(benzyloxy)-9-hydroxy-7-methoxynaphtho[2,3-c]furan-1(3H)-one), 7-(벤질옥시)-6-메톡시-3-옥소-1,3-디히드로나프토[2,3-c]퓨란-4-일 트리플루오로메탄설포네이트 (7-(benzyloxy)-6-methoxy-3-oxo-1,3-dihydronaphtho[2,3-c]furan-4-yl trifluoromethanesulfonate), 9-(벤조[d][1,3]디옥솔-5-일)-6-(벤질옥시)-7-메톡시나프토[2,3-c]퓨란-1(3H)-온 (9-(benzo[d][1,3]dioxol-5-yl)-6-(benzyloxy)-7-methoxynaphtho[2,3-c]furan-1(3H)-yl), 9-(벤조[d][1,3]디옥솔-5-일)-6-히드록시-7-메톡시나프토[2,3-c]퓨란-1(3H)-온 (다우리놀) (9-(benzo[d][1,3]dioxol-5-yl)-6-hydroxy-7-methoxynaphtho[2,3-c]furan-1(3H)-one (daurinol)), 9-히드록시-6,7-디메톡시나프토[2,3-c]퓨란-1(3H)-온 (9-hydroxy-6,7-dimethoxynaphtho[2,3-c]furan-1(3H)-one), 6,7-디메톡시-3-옥소-1,3-디히드로나프토[2,3-c]퓨란-4-일 트리플루오로메탄설포네이트 (6,7-dimethoxy-3-oxo-1,3-dihydronaphto[2,3-c]furan-4-yl trifluoromethanesulfonate), 9-(벤조[d][1,3]디옥솔-5-일)-6,7-디메톡시나프토[2,3-c]퓨란-1(3H)-온 (저스티시딘 B) (9-(benzo[d][1,3]dioxol-5-yl)-6,7-dimethoxynaphtho[2,3-c]furan-1(3H)-one (justicidin B)), 9-(3,4-디메톡시페닐)-6,7-디메톡시나프토[2,3-c]퓨란-1(3H)-온 (9-(3,4-dimethoxyphenyl)-6,7-dimethoxynaphtho[2,3-c]furan-1(3H)-yl), 9-(3,5-디메톡시페닐)-6,7-디메톡시나프토[2,3-c]퓨란-1(3H)-온 (9-(3,5-dimethoxyphenyl)-6,7-dimethoxynaphtho[2,3-c]furan-1(3H)-one), 6,7-디메톡시-9-(4-메톡시페닐)나프토[2,3-c]퓨란-1(3H)-온 (6,7-dimethoxy-9-(4-methoxyphenyl)naphtho[2,3-c]furan-1(3H)-one), 6,7-디메톡시-9-페닐나프토[2,3-c]퓨란-1(3H)-온 (6,7-dimethoxy-9-phenylnaphtho[2,3-c]furan-1(3H)-one), 6,7-디메톡시-9-(4-비닐페닐)나프토[2,3-c]퓨란-1(3H)-온 (6,7-dimethoxy-9-(4-vinylphenyl)naphtho[2,3-c]furan-1(3H)-one), 9-(4-플루오로페닐)-6,7-디메톡시나프토[2,3-c]퓨란-1(3H)-온 (9-(4-fluorophenyl)-6,7-dimethoxynaphtho[2,3-c]furan-1(3H)-one), 4-(6,7-디메톡시-3-옥소-1,3-디히드로나프토[2,3-c]퓨란-4-일)벤조니트릴 (4-(6,7-dimethoxy-3-oxo-1,3-dihydronaphtho[2,3-c]furan-4-yl)benzonitrile), 9-(4-아세틸페닐)-6,7-디메톡시나프토[2,3-c]퓨란-1(3H)-온 (9-(4-acetylphenyl)-6,7-dimethoxynaphtho[2,3-c]furan-1(3H)-one), 6,7-디메톡시-9-(사이오펜-3-일)나프토[2,3-c]퓨란-1(3H)-온 (6,7-dimethoxy-9-(thiophen-3-yl)naphtho[2,3-c]furan-1(3H)-one), 9-(퓨란-3-일)-6,7-디메톡시나프토[2,3-c]퓨란-1(3H)-온 (9-(furan-3-yl)-6,7-dimethoxynaphtho[2,3-c]furan-1(3H)-one) 또는 (E)-6,7-디메톡시-9-스티릴나프토[2,3-c]퓨란-1(3H)-온 ((E)-6,7-dimethoxy-9-styrylnaphtho[2,3-c]furan-1(3H)-one)인; 제조방법
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