Technology Process of (1R)-1-[(1S,3S,5R,6R,8R)-3,8-bis(4-methoxyphenyl)-2,4,7,9-tetraoxabicyclo[4.4.0]decan-5-yl]-1-methoxy-5,5,5-tris(dimethylamino)pent-3-yne
There total 7 articles about (1R)-1-[(1S,3S,5R,6R,8R)-3,8-bis(4-methoxyphenyl)-2,4,7,9-tetraoxabicyclo[4.4.0]decan-5-yl]-1-methoxy-5,5,5-tris(dimethylamino)pent-3-yne which
guide to synthetic route it.
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synthetic route:
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1403989-48-9
(1R)-1-[(1S,3S,5R,6R,8R)-3,8-bis(4-methoxyphenyl)-2,4,7,9-tetraoxabicyclo[4.4.0]decan-5-yl]-1-methoxy-5,5,5-tris(dimethylamino)pent-3-yne
- Guidance literature:
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(1R)-1-[(1S,3S,5R,6R,8R)-3,8-bis(4-methoxyphenyl)-2,4,7,9-tetraoxabicyclo[4.4.0]decan-5-yl]-1-methoxybut-3-yne;
With
n-butyllithium;
In
tetrahydrofuran; hexane;
at -40 - 20 ℃;
N,N,N',N',N'',N''-hexamethylguanidinium chloride;
In
tetrahydrofuran; hexane;
at 20 ℃;
for 168h;
Inert atmosphere;
DOI:10.5560/ZNB.2012-0108
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1403989-48-9
(1R)-1-[(1S,3S,5R,6R,8R)-3,8-bis(4-methoxyphenyl)-2,4,7,9-tetraoxabicyclo[4.4.0]decan-5-yl]-1-methoxy-5,5,5-tris(dimethylamino)pent-3-yne
- Guidance literature:
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Multi-step reaction with 5 steps
1.1: acetic acid / 20 - 70 °C
2.1: sodium periodate / 1,4-dioxane; water / 48 h / 20 °C
3.1: zinc / toluene; N,N-dimethyl-formamide; diethyl ether / 20 - 35 °C
4.1: sodium hydride / N,N-dimethyl-formamide; paraffin oil / 3 h / 20 °C / Inert atmosphere
5.1: n-butyllithium / tetrahydrofuran; hexane / -40 - 20 °C
5.2: 168 h / 20 °C / Inert atmosphere
With
sodium periodate; n-butyllithium; sodium hydride; acetic acid; zinc;
In
tetrahydrofuran; 1,4-dioxane; diethyl ether; hexane; water; N,N-dimethyl-formamide; toluene; paraffin oil;
3.1: |Barbier Coupling Reaction;
DOI:10.5560/ZNB.2012-0108
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1403989-48-9
(1R)-1-[(1S,3S,5R,6R,8R)-3,8-bis(4-methoxyphenyl)-2,4,7,9-tetraoxabicyclo[4.4.0]decan-5-yl]-1-methoxy-5,5,5-tris(dimethylamino)pent-3-yne
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: toluene / Reflux
2.1: zinc / toluene; N,N-dimethyl-formamide; diethyl ether / 20 - 35 °C
3.1: sodium hydride / N,N-dimethyl-formamide; paraffin oil / 3 h / 20 °C / Inert atmosphere
4.1: n-butyllithium / tetrahydrofuran; hexane / -40 - 20 °C
4.2: 168 h / 20 °C / Inert atmosphere
With
n-butyllithium; sodium hydride; zinc;
In
tetrahydrofuran; diethyl ether; hexane; N,N-dimethyl-formamide; toluene; paraffin oil;
2.1: |Barbier Coupling Reaction;
DOI:10.5560/ZNB.2012-0108