Technology Process of (2Z,4E)-methoxymethyl 19-((tert-butyldiphenylsilyl)oxy)-3-(2-hydroxyethyl)nonadeca-2,4-dienoate
There total 10 articles about (2Z,4E)-methoxymethyl 19-((tert-butyldiphenylsilyl)oxy)-3-(2-hydroxyethyl)nonadeca-2,4-dienoate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
bis-triphenylphosphine-palladium(II) chloride; triethylamine;
In
tetrahydrofuran; methanol;
at 20 ℃;
for 40h;
DOI:10.1021/tx300315h
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: dimethyl sulfoxide; oxalyl dichloride / dichloromethane / 0.33 h / -78 °C / Inert atmosphere
1.2: 0.5 h / -78 - 20 °C / Inert atmosphere
2.1: n-butyllithium / hexane; tetrahydrofuran / 0.17 h / 0 °C / Inert atmosphere
2.2: 0.17 h / 0 °C / Inert atmosphere
3.1: palladium 10% on activated carbon; hydrogen / methanol / 2 h / 20 °C
4.1: dimethyl sulfoxide; oxalyl dichloride / dichloromethane / 0.33 h / -78 °C / Inert atmosphere
4.2: 0.5 h / -78 - 20 °C / Inert atmosphere
5.1: chloro-trimethyl-silane; chromium dichloride; lithium iodide; manganese / tetrahydrofuran / 16.5 h / 20 °C / Inert atmosphere
6.1: triethylamine; bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran; methanol / 40 h / 20 °C
With
chromium dichloride; bis-triphenylphosphine-palladium(II) chloride; manganese; n-butyllithium; chloro-trimethyl-silane; oxalyl dichloride; palladium 10% on activated carbon; hydrogen; dimethyl sulfoxide; triethylamine; lithium iodide;
In
tetrahydrofuran; methanol; hexane; dichloromethane;
6.1: |Suzuki Coupling;
DOI:10.1021/tx300315h
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: hydrogen bromide / toluene
2.1: triphenylphosphine / acetonitrile / 90 h / Reflux
3.1: n-butyllithium / hexane; tetrahydrofuran / 0.17 h / 0 °C / Inert atmosphere
3.2: 0.17 h / 0 °C / Inert atmosphere
4.1: palladium 10% on activated carbon; hydrogen / methanol / 2 h / 20 °C
5.1: dimethyl sulfoxide; oxalyl dichloride / dichloromethane / 0.33 h / -78 °C / Inert atmosphere
5.2: 0.5 h / -78 - 20 °C / Inert atmosphere
6.1: chloro-trimethyl-silane; chromium dichloride; lithium iodide; manganese / tetrahydrofuran / 16.5 h / 20 °C / Inert atmosphere
7.1: triethylamine; bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran; methanol / 40 h / 20 °C
With
chromium dichloride; bis-triphenylphosphine-palladium(II) chloride; manganese; n-butyllithium; chloro-trimethyl-silane; oxalyl dichloride; palladium 10% on activated carbon; hydrogen bromide; hydrogen; dimethyl sulfoxide; triethylamine; triphenylphosphine; lithium iodide;
In
tetrahydrofuran; methanol; hexane; dichloromethane; toluene; acetonitrile;
7.1: |Suzuki Coupling;
DOI:10.1021/tx300315h