Technology Process of phosphoric acid (2R,3S,4R,5R,6S)-6-[3-(2,3-dihydro-benzo[1,4]dioxin-6-ylmethyl)-4-ethyl-phenyl]-3,4,5-trihydroxy-tetrahydro-pyran-2-ylmethyl ester diethyl ester
There total 7 articles about phosphoric acid (2R,3S,4R,5R,6S)-6-[3-(2,3-dihydro-benzo[1,4]dioxin-6-ylmethyl)-4-ethyl-phenyl]-3,4,5-trihydroxy-tetrahydro-pyran-2-ylmethyl ester diethyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
pyridine;
at -40 ℃;
for 1h;
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: oxalyl dichloride / dichloromethane; N,N-dimethyl-formamide / 0 - 20 °C
2.1: aluminum (III) chloride / dichloromethane / 0 - 20 °C
3.1: trifluoroacetic acid; trifluorormethanesulfonic acid; triethylsilane / 0.42 h / 20 °C
4.1: n-butyllithium / toluene; hexane; tetrahydrofuran / 1 h / -78 °C
4.2: 1 h / -78 °C
4.3: 16 h / 20 °C
5.1: boron trifluoride diethyl etherate; triethylsilane / dichloromethane; acetonitrile / 4 h / 10 °C
6.1: dmap; pyridine / dichloromethane / 2 h / 20 °C
7.1: tricyclohexylphosphine; potassium phosphate / toluene; water / 0.75 h
7.2: Reflux
8.1: lithium hydroxide monohydrate / water; tetrahydrofuran; methanol
9.1: pyridine / 1 h / -40 °C
With
pyridine; triethylsilane; dmap; aluminum (III) chloride; potassium phosphate; n-butyllithium; oxalyl dichloride; lithium hydroxide monohydrate; trifluorormethanesulfonic acid; boron trifluoride diethyl etherate; trifluoroacetic acid; tricyclohexylphosphine;
In
tetrahydrofuran; methanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: trifluoroacetic acid; trifluorormethanesulfonic acid; triethylsilane / 0.42 h / 20 °C
2.1: n-butyllithium / toluene; hexane; tetrahydrofuran / 1 h / -78 °C
2.2: 1 h / -78 °C
2.3: 16 h / 20 °C
3.1: boron trifluoride diethyl etherate; triethylsilane / dichloromethane; acetonitrile / 4 h / 10 °C
4.1: dmap; pyridine / dichloromethane / 2 h / 20 °C
5.1: tricyclohexylphosphine; potassium phosphate / toluene; water / 0.75 h
5.2: Reflux
6.1: lithium hydroxide monohydrate / water; tetrahydrofuran; methanol
7.1: pyridine / 1 h / -40 °C
With
pyridine; triethylsilane; dmap; potassium phosphate; n-butyllithium; lithium hydroxide monohydrate; trifluorormethanesulfonic acid; boron trifluoride diethyl etherate; trifluoroacetic acid; tricyclohexylphosphine;
In
tetrahydrofuran; methanol; hexane; dichloromethane; water; toluene; acetonitrile;
![(2S,3R,4R,5S,6R)-2-(3-((2,3- dihydrobenzo[b][1,4]dioxin-6-yl)methyl)-4-ethylphenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol](/Databaselist/images/loading.webp)
