Technology Process of (3R,4R,5S)-3-Allyl-4-methyl-3-[2-(2-methyl-[1,3]dioxolan-2-yl)-ethyl]-5-(3,4,5-trimethoxy-phenyl)-dihydro-furan-2-one
There total 10 articles about (3R,4R,5S)-3-Allyl-4-methyl-3-[2-(2-methyl-[1,3]dioxolan-2-yl)-ethyl]-5-(3,4,5-trimethoxy-phenyl)-dihydro-furan-2-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
lithium diisopropyl amide;
In
tetrahydrofuran;
DOI:10.1246/cl.1984.67
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 90 percent / TiCl4, pyridine / Ambient temperature
2: concentrated HCl / methanol / Heating
3: NaBH4 / methanol / 5 °C
4: 92 percent / triethylamine / methanol / 5 °C
5: 1.) alkaline hydrolysis, methanol, reflux; 2.) decarboxylation
6: 87 percent / BF3*Et2O, tetramethyl orthocarbonate / CH2Cl2 / Ambient temperature
7: 76 percent / lithium diisopropylamide / tetrahydrofuran
With
pyridine; hydrogenchloride; sodium tetrahydroborate; tetramethoxymethane; boron trifluoride diethyl etherate; titanium tetrachloride; triethylamine; lithium diisopropyl amide;
In
tetrahydrofuran; methanol; dichloromethane;
DOI:10.1246/cl.1984.67
- Guidance literature:
-
Multi-step reaction with 10 steps
1: 84 percent / butyllithium / tetrahydrofuran / Ambient temperature
2: pyridine
3: N-chlorosuccinimide, aqueous aceton / 10 - 16 °C
4: 90 percent / TiCl4, pyridine / Ambient temperature
5: concentrated HCl / methanol / Heating
6: NaBH4 / methanol / 5 °C
7: 92 percent / triethylamine / methanol / 5 °C
8: 1.) alkaline hydrolysis, methanol, reflux; 2.) decarboxylation
9: 87 percent / BF3*Et2O, tetramethyl orthocarbonate / CH2Cl2 / Ambient temperature
10: 76 percent / lithium diisopropylamide / tetrahydrofuran
With
pyridine; hydrogenchloride; sodium tetrahydroborate; N-chloro-succinimide; n-butyllithium; tetramethoxymethane; boron trifluoride diethyl etherate; titanium tetrachloride; triethylamine; acetone; lithium diisopropyl amide;
In
tetrahydrofuran; methanol; dichloromethane;
DOI:10.1246/cl.1984.67