Technology Process of (2E,4Z,6S,7S,8E,10S,11R,12S,14S,15R)-allyl 15-(3-(diallylamino)-2,5-dimethoxyphenyl)-7-hydroxy-6,11,12,15-tetramethoxy-2,8,10,14-tetramethylpentadeca-2,4,8-trienoate
There total 6 articles about (2E,4Z,6S,7S,8E,10S,11R,12S,14S,15R)-allyl 15-(3-(diallylamino)-2,5-dimethoxyphenyl)-7-hydroxy-6,11,12,15-tetramethoxy-2,8,10,14-tetramethylpentadeca-2,4,8-trienoate which
guide to synthetic route it.
The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
synthetic route:
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1613221-29-6
N,N-diallyl-3-((1R,2S,4S,5R,6S,E)-8-iodo-1,4,5-trimethoxy-2,6-dimethylnon-7-en-1-yl)-2,5-dimethoxyaniline
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1613221-36-5
(2E,4Z,6S,7S,8E,10S,11R,12S,14S,15R)-allyl 15-(3-(diallylamino)-2,5-dimethoxyphenyl)-7-hydroxy-6,11,12,15-tetramethoxy-2,8,10,14-tetramethylpentadeca-2,4,8-trienoate
- Guidance literature:
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N,N-diallyl-3-((1R,2S,4S,5R,6S,E)-8-iodo-1,4,5-trimethoxy-2,6-dimethylnon-7-en-1-yl)-2,5-dimethoxyaniline;
With
tert.-butyl lithium;
In
tetrahydrofuran; pentane;
at -78 ℃;
for 0.5h;
Inert atmosphere;
With
dimethyl zinc(II);
In
tetrahydrofuran; toluene; pentane;
at -78 ℃;
for 0.25h;
(S,2E,4Z)-allyl 6-methoxy-2-methyl-7-oxohepta-2,4-dienoate;
In
tetrahydrofuran; toluene; pentane;
at -78 - -70 ℃;
for 0.25h;
DOI:10.1021/ol5012899
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1613221-36-5
(2E,4Z,6S,7S,8E,10S,11R,12S,14S,15R)-allyl 15-(3-(diallylamino)-2,5-dimethoxyphenyl)-7-hydroxy-6,11,12,15-tetramethoxy-2,8,10,14-tetramethylpentadeca-2,4,8-trienoate
- Guidance literature:
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Multi-step reaction with 3 steps
1.1: (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole / toluene / 0.17 h / 0 °C / Inert atmosphere
1.2: 14 h / 0 °C
2.1: sodium hydride / tetrahydrofuran; N,N-dimethyl-formamide / 2 h / 0 - 20 °C / Inert atmosphere
3.1: tert.-butyl lithium / tetrahydrofuran; pentane / 0.5 h / -78 °C / Inert atmosphere
3.2: 0.25 h / -78 °C
3.3: 0.25 h / -78 - -70 °C
With
tert.-butyl lithium; sodium hydride; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole;
In
tetrahydrofuran; N,N-dimethyl-formamide; toluene; pentane;
DOI:10.1021/ol5012899
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1613221-36-5
(2E,4Z,6S,7S,8E,10S,11R,12S,14S,15R)-allyl 15-(3-(diallylamino)-2,5-dimethoxyphenyl)-7-hydroxy-6,11,12,15-tetramethoxy-2,8,10,14-tetramethylpentadeca-2,4,8-trienoate
- Guidance literature:
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Multi-step reaction with 2 steps
1.1: sodium hydride / tetrahydrofuran; N,N-dimethyl-formamide / 2 h / 0 - 20 °C / Inert atmosphere
2.1: tert.-butyl lithium / tetrahydrofuran; pentane / 0.5 h / -78 °C / Inert atmosphere
2.2: 0.25 h / -78 °C
2.3: 0.25 h / -78 - -70 °C
With
tert.-butyl lithium; sodium hydride;
In
tetrahydrofuran; N,N-dimethyl-formamide; pentane;
DOI:10.1021/ol5012899
