Technology Process of (2S,3R,4R,5S)-2-[4-cyclopropyl-3-(2,3-dihydro-benzo[1,4]dioxin-6-ylmethyl)phenyl]-6-methylsulfanyl-tetrahydro-pyran-3,4,5-triol
There total 8 articles about (2S,3R,4R,5S)-2-[4-cyclopropyl-3-(2,3-dihydro-benzo[1,4]dioxin-6-ylmethyl)phenyl]-6-methylsulfanyl-tetrahydro-pyran-3,4,5-triol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
acetic acid (3S,4R,5S,6S)-4,5-diacetoxy-6-[4-cyclopropyl-3-(2,3-dihydrobenzo[1,4]dioxin-6-ylmethyl)-phenyl]-2-methylsulfanyltetrahydro-pyran-3-yl ester;
With
water; lithium hydroxide;
In
tetrahydrofuran; methanol;
at 20 ℃;
for 2h;
With
potassium hydrogensulfate;
In
tetrahydrofuran; methanol; water;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: isopropylmagnesium chloride / tetrahydrofuran / 1.5 h / 0 °C
1.2: 2 h / 0 - 20 °C
2.1: sodium tetrahydroborate; methanol; cerium(III) chloride heptahydrate / -78 - 0 °C
3.1: acetic acid / water / 15 h / 100 °C
4.1: pyridine / 2 h / 0 - 20 °C
5.1: potassium phosphate / tricyclohexylphosphine / toluene; water / 0.75 h
5.2: 90 °C
6.1: thiourea; trimethylsilyl trifluoromethanesulfonate / 1,4-dioxane / 3 h / 80 °C
6.2: 3 h / 20 °C
7.1: water; lithium hydroxide / tetrahydrofuran; methanol / 2 h / 20 °C
With
pyridine; methanol; sodium tetrahydroborate; potassium phosphate; trimethylsilyl trifluoromethanesulfonate; cerium(III) chloride heptahydrate; water; isopropylmagnesium chloride; acetic acid; thiourea; lithium hydroxide;
tricyclohexylphosphine;
In
tetrahydrofuran; 1,4-dioxane; methanol; water; toluene;
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: isopropylmagnesium chloride / tetrahydrofuran / 1.5 h / 0 °C
1.2: 2 h / 0 - 20 °C
2.1: sodium tetrahydroborate; methanol; cerium(III) chloride heptahydrate / -78 - 0 °C
3.1: acetic acid / water / 15 h / 100 °C
4.1: pyridine / 2 h / 0 - 20 °C
5.1: potassium phosphate / tricyclohexylphosphine / toluene; water / 0.75 h
5.2: 90 °C
6.1: thiourea; trimethylsilyl trifluoromethanesulfonate / 1,4-dioxane / 3 h / 80 °C
6.2: 3 h / 20 °C
7.1: water; lithium hydroxide / tetrahydrofuran; methanol / 2 h / 20 °C
With
pyridine; methanol; sodium tetrahydroborate; potassium phosphate; trimethylsilyl trifluoromethanesulfonate; cerium(III) chloride heptahydrate; water; isopropylmagnesium chloride; acetic acid; thiourea; lithium hydroxide;
tricyclohexylphosphine;
In
tetrahydrofuran; 1,4-dioxane; methanol; water; toluene;
![acetic acid (3S,4R,5S,6S)-4,5-diacetoxy-6-[4-cyclopropyl-3-(2,3-dihydrobenzo[1,4]dioxin-6-ylmethyl)-phenyl]-2-methylsulfanyltetrahydro-pyran-3-yl ester](/Databaselist/images/loading.webp)
