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举例 :可输入Filippa Pettersson 或者 Cancer Res. 75(6) , 1102-12, (2015) 或者10.1002/anie.201600521

A regiospecific synthesis of protoberberine alkaloids

…, J Poplawski, BC Nalliah, DB MacLean

文献索引：Kiparissides, Zinovia; Fichtner, Robert H.; Poplawski, Janusz; Nalliah, Bala C.; MacLean, David B. Canadian Journal of Chemistry, 1980 , vol. 58, p. 2770 - 2779

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被引用次数: 31

摘要

The protoberberine skeleton has been prepared in two steps from N-benzyl-3, 4- dihydroisoquinolinium salts. Treatment of the salts with the anion of methyl methylthiomethylsulfoxide yields mixtures of diastereomeric adducts that cyclize on heating with concentrated hydrochloric acid to dihydroprotoberberines. The latter compounds may be reduced to their tetrahydro analogues with sodium borohydride, oxidized to ...

1,3-苯并二氧戊环-4-烷基甲醇结构式

1,3-苯并二氧戊环-4-烷基甲醇

~67%

4-(chloromethyl)benzo[d][1,3]dioxole结构式

4-(chloromethyl...

四氢帕马丁结构式

四氢帕马丁

~92%

2,3,9,10-tetramethoxy-5,6-dihydroisoquinolino[2,1-b]isoquinolin-7-ium,iodide结构式

2,3,9,10-tetram...

6,7-二甲氧基异喹啉结构式

6,7-二甲氧基异喹啉

~%

2,3,9,10-tetramethoxy-5,6-dihydroisoquinolino[2,1-b]isoquinolin-7-ium,iodide结构式

2,3,9,10-tetram...

6,7-二甲氧基-3,4-二氢异喹啉结构式

6,7-二甲氧基-3,4-二氢异喹啉

~%

2,3,9,10-tetramethoxy-5,6-dihydroisoquinolino[2,1-b]isoquinolin-7-ium,iodide结构式

2,3,9,10-tetram...

2-(2,3-dimethoxybenzyl)-3,4-dihydro-6,7-dimethoxyisoquinolinium bromide结构式

2-(2,3-dimethox...

~%

2,3,9,10-tetramethoxy-5,6-dihydroisoquinolino[2,1-b]isoquinolin-7-ium,iodide结构式

2,3,9,10-tetram...

2-(2,3-dimethoxybenzyl)-6,7-dimethoxy-1-((methylsulfinyl)(methylthio)methyl)-1,2-dihydroisoquinoline结构式

2-(2,3-dimethox...

~%

2,3,9,10-tetramethoxy-5,6-dihydroisoquinolino[2,1-b]isoquinolin-7-ium,iodide结构式

2,3,9,10-tetram...

2-(2,3-dimethoxybenzyl)-6,7-dimethoxy-1-((methylsulfinyl)(methylthio)methyl)-1,2,3,4-tetrahydroisoquinoline结构式

2-(2,3-dimethox...

~%

2,3,9,10-tetramethoxy-5,6-dihydroisoquinolino[2,1-b]isoquinolin-7-ium,iodide结构式

2,3,9,10-tetram...

6,7-dimethoxy-N-(2,3-dimethoxybenzyl)isoquinolinium chloride结构式

6,7-dimethoxy-N...

~%

2,3,9,10-tetramethoxy-5,6-dihydroisoquinolino[2,1-b]isoquinolin-7-ium,iodide结构式

2,3,9,10-tetram...

2,3-二甲氧基苄基氯结构式

2,3-二甲氧基苄基氯

~%

2,3,9,10-tetramethoxy-5,6-dihydroisoquinolino[2,1-b]isoquinolin-7-ium,iodide结构式

2,3,9,10-tetram...

2,3-二甲氧基苄基溴结构式

2,3-二甲氧基苄基溴

~%

2,3,9,10-tetramethoxy-5,6-dihydroisoquinolino[2,1-b]isoquinolin-7-ium,iodide结构式

2,3,9,10-tetram...

Dihydropalmatine结构式

Dihydropalmatine

~%

2,3,9,10-tetramethoxy-5,6-dihydroisoquinolino[2,1-b]isoquinolin-7-ium,iodide结构式

2,3,9,10-tetram...

dihydropalmatine chloride结构式

dihydropalmatin...

~%

2,3,9,10-tetramethoxy-5,6-dihydroisoquinolino[2,1-b]isoquinolin-7-ium,iodide结构式

2,3,9,10-tetram...

Dihydropalmatine结构式

Dihydropalmatine

~75%

四氢帕马丁结构式

四氢帕马丁

dihydropalmatine chloride结构式

dihydropalmatin...

~90%

四氢帕马丁结构式

四氢帕马丁

6,7-二甲氧基异喹啉结构式

6,7-二甲氧基异喹啉

~%

四氢帕马丁结构式

四氢帕马丁

6,7-二甲氧基-3,4-二氢异喹啉结构式

6,7-二甲氧基-3,4-二氢异喹啉

~%

四氢帕马丁结构式

四氢帕马丁

2-(2,3-dimethoxybenzyl)-3,4-dihydro-6,7-dimethoxyisoquinolinium bromide结构式

2-(2,3-dimethox...

~%

四氢帕马丁结构式

四氢帕马丁

2-(2,3-dimethoxybenzyl)-6,7-dimethoxy-1-((methylsulfinyl)(methylthio)methyl)-1,2-dihydroisoquinoline结构式

2-(2,3-dimethox...

~%

四氢帕马丁结构式

四氢帕马丁

2-(2,3-dimethoxybenzyl)-6,7-dimethoxy-1-((methylsulfinyl)(methylthio)methyl)-1,2,3,4-tetrahydroisoquinoline结构式

2-(2,3-dimethox...

~%

四氢帕马丁结构式

四氢帕马丁

6,7-dimethoxy-N-(2,3-dimethoxybenzyl)isoquinolinium chloride结构式

6,7-dimethoxy-N...

~%

四氢帕马丁结构式

四氢帕马丁

2,3-二甲氧基苄基氯结构式

2,3-二甲氧基苄基氯

~%

四氢帕马丁结构式

四氢帕马丁

甲醛结构式

dihydropalmatine chloride结构式

dihydropalmatin...

~65%

2,3,9,10-tetramethoxy-13-methyl-5,6-dihydroisoquinolino[2,1-b]isoquinolin-7-ium,iodide结构式

2,3,9,10-tetram...

6,7-二甲氧基异喹啉结构式

6,7-二甲氧基异喹啉

~%

2,3,9,10-tetramethoxy-13-methyl-5,6-dihydroisoquinolino[2,1-b]isoquinolin-7-ium,iodide结构式

2,3,9,10-tetram...

2-(2,3-dimethoxybenzyl)-3,4-dihydro-6,7-dimethoxyisoquinolinium bromide结构式

2-(2,3-dimethox...

~%

2,3,9,10-tetramethoxy-13-methyl-5,6-dihydroisoquinolino[2,1-b]isoquinolin-7-ium,iodide结构式

2,3,9,10-tetram...

2-(2,3-dimethoxybenzyl)-6,7-dimethoxy-1-((methylsulfinyl)(methylthio)methyl)-1,2-dihydroisoquinoline结构式

2-(2,3-dimethox...

~%

2,3,9,10-tetramethoxy-13-methyl-5,6-dihydroisoquinolino[2,1-b]isoquinolin-7-ium,iodide结构式

2,3,9,10-tetram...

6,7-dimethoxy-N-(2,3-dimethoxybenzyl)isoquinolinium chloride结构式

6,7-dimethoxy-N...

~%

2,3,9,10-tetramethoxy-13-methyl-5,6-dihydroisoquinolino[2,1-b]isoquinolin-7-ium,iodide结构式

2,3,9,10-tetram...

2,3-二甲氧基苄基氯结构式

2,3-二甲氧基苄基氯

~%

2,3,9,10-tetramethoxy-13-methyl-5,6-dihydroisoquinolino[2,1-b]isoquinolin-7-ium,iodide结构式

2,3,9,10-tetram...

2,3-二甲氧基苄基溴结构式

2,3-二甲氧基苄基溴

~%

2,3,9,10-tetramethoxy-13-methyl-5,6-dihydroisoquinolino[2,1-b]isoquinolin-7-ium,iodide结构式

2,3,9,10-tetram...

2-(2,3-dimethoxybenzyl)-6,7-dimethoxy-1-((methylsulfinyl)(methylthio)methyl)-1,2,3,4-tetrahydroisoquinoline结构式

2-(2,3-dimethox...

~%

2,3,9,10-tetramethoxy-13-methyl-5,6-dihydroisoquinolino[2,1-b]isoquinolin-7-ium,iodide结构式

2,3,9,10-tetram...

6,7-二甲氧基-3,4-二氢异喹啉结构式

6,7-二甲氧基-3,4-二氢异喹啉

~%

2,3,9,10-tetramethoxy-13-methyl-5,6-dihydroisoquinolino[2,1-b]isoquinolin-7-ium,iodide结构式

2,3,9,10-tetram...