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Tetrahedron

Total synthesis of orellanine: The lethal toxin of Cortinarius Orellanus fries mushroom

M Tiecco, M Tingoli, L Testaferri, D Chianelli…

文献索引：Tiecco; Tingoli; Testaferri; et al. Tetrahedron, 1986 , vol. 42, # 5 p. 1475 - 1485

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被引用次数: 52

摘要

The syntheses of the main toxin of Cortinarius Orellanus Fries, orellanine, and of its decomposition product, orelline, are reported. The structures of 3, 3', 4, 4'-tetrahydroxy-2, 2'- bipyridyl-N, N'-dioxide for orellanine and of 3, 3', 4, 4'-tetrahydroxy-2, 2'-bipyridyl for orelline have been proposed by WZ Antkowiak and WP Gessner. These two conpounds have now been synthesized starting from the 3, 3', 4, 4'-tetramethoxy-2, 2'-bipyridyl which could be ...

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3-羟基吡啶结构式

109-00-2

3-羟基吡啶

~%

orellanine结构式

37338-80-0

orellanine

3-羟基吡啶-N-氧化物结构式

6602-28-4

3-羟基吡啶-N-氧化物

~%

orellanine结构式

37338-80-0

orellanine

2-溴-3-羟基吡啶结构式

6602-32-0

2-溴-3-羟基吡啶

~%

orellanine结构式

37338-80-0

orellanine

2-溴-3-甲氧基吡啶结构式

24100-18-3

2-溴-3-甲氧基吡啶

~%

orellanine结构式

37338-80-0

orellanine

未登录结构式

104819-50-3

未登录

~%

orellanine结构式

37338-80-0

orellanine

3-hydroxy-2-(3-hydroxy-4-oxo-1H-pyridin-2-yl)-1H-pyridin-4-one结构式

72016-31-0

3-hydroxy-2-(3-...

~87%

orellanine结构式

37338-80-0

orellanine

3,3',4,4'-Tetramethoxy-2,2'-bipyridine结构式

101664-55-5

3,3',4,4'-Tetra...

~83%

2-(3,4-dimethoxy-1-oxidopyridin-2-ylidene)-3,4-dimethoxypyridin-1-ium 1-oxide结构式

101664-54-4

2-(3,4-dimethox...

3-羟基吡啶结构式

109-00-2

3-羟基吡啶

~%

2-(3,4-dimethoxy-1-oxidopyridin-2-ylidene)-3,4-dimethoxypyridin-1-ium 1-oxide结构式

101664-54-4

2-(3,4-dimethox...

3-羟基吡啶-N-氧化物结构式

6602-28-4

3-羟基吡啶-N-氧化物

~%

2-(3,4-dimethoxy-1-oxidopyridin-2-ylidene)-3,4-dimethoxypyridin-1-ium 1-oxide结构式

101664-54-4

2-(3,4-dimethox...

2-溴-3-羟基吡啶结构式

6602-32-0

2-溴-3-羟基吡啶

~%

2-(3,4-dimethoxy-1-oxidopyridin-2-ylidene)-3,4-dimethoxypyridin-1-ium 1-oxide结构式

101664-54-4

2-(3,4-dimethox...

2-溴-3-甲氧基吡啶结构式

24100-18-3

2-溴-3-甲氧基吡啶

~%

2-(3,4-dimethoxy-1-oxidopyridin-2-ylidene)-3,4-dimethoxypyridin-1-ium 1-oxide结构式

101664-54-4

2-(3,4-dimethox...

未登录结构式

104819-50-3

未登录

~%

2-(3,4-dimethoxy-1-oxidopyridin-2-ylidene)-3,4-dimethoxypyridin-1-ium 1-oxide结构式

101664-54-4

2-(3,4-dimethox...

orellanine结构式

37338-80-0

orellanine

~51%

3-hydroxy-2-(3-hydroxy-4-oxo-1H-pyridin-2-yl)-1H-pyridin-4-one结构式

72016-31-0

3-hydroxy-2-(3-...

3-羟基吡啶-N-氧化物结构式

6602-28-4

3-羟基吡啶-N-氧化物

~%

3-hydroxy-2-(3-hydroxy-4-oxo-1H-pyridin-2-yl)-1H-pyridin-4-one结构式

72016-31-0

3-hydroxy-2-(3-...

2-溴-3-甲氧基吡啶结构式

24100-18-3

2-溴-3-甲氧基吡啶

~%

3-hydroxy-2-(3-hydroxy-4-oxo-1H-pyridin-2-yl)-1H-pyridin-4-one结构式

72016-31-0

3-hydroxy-2-(3-...

未登录结构式

104819-50-3

未登录

~%

3-hydroxy-2-(3-hydroxy-4-oxo-1H-pyridin-2-yl)-1H-pyridin-4-one结构式

72016-31-0

3-hydroxy-2-(3-...

3-羟基吡啶-N-氧化物结构式

6602-28-4

3-羟基吡啶-N-氧化物

~71%

2-溴-3-羟基吡啶1-氧化物结构式

6602-29-5

2-溴-3-羟基吡啶1-氧化物

2,6-dibromo-3-hydroxypyridine N-oxide结构式

6602-31-9

2,6-dibromo-3-h...

3-羟基吡啶结构式

109-00-2

3-羟基吡啶

~%

3,3',4,4'-Tetramethoxy-2,2'-bipyridine结构式

101664-55-5

3,3',4,4'-Tetra...

3-羟基吡啶-N-氧化物结构式

6602-28-4

3-羟基吡啶-N-氧化物

~%

3,3',4,4'-Tetramethoxy-2,2'-bipyridine结构式

101664-55-5

3,3',4,4'-Tetra...

2-溴-3-羟基吡啶结构式

6602-32-0

2-溴-3-羟基吡啶

~%

3,3',4,4'-Tetramethoxy-2,2'-bipyridine结构式

101664-55-5

3,3',4,4'-Tetra...

2-溴-3-甲氧基吡啶结构式

24100-18-3

2-溴-3-甲氧基吡啶

~%

3,3',4,4'-Tetramethoxy-2,2'-bipyridine结构式

101664-55-5

3,3',4,4'-Tetra...

未登录结构式

104819-50-3

未登录

~%

3,3',4,4'-Tetramethoxy-2,2'-bipyridine结构式

101664-55-5

3,3',4,4'-Tetra...

重氮甲烷结构式

186581-53-3

重氮甲烷

2-(3-Hydroxy-4-methoxypyridin-2-yl)-4-methoxypyridin-3-ol结构式

104819-53-6

2-(3-Hydroxy-4-...

~%

3,3',4,4'-Tetramethoxy-2,2'-bipyridine结构式

101664-55-5

3,3',4,4'-Tetra...


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