Technology Process of (S)-1-((R)-6-benzyloxychroman-2-yl)ethane-1,2-diol
There total 11 articles about (S)-1-((R)-6-benzyloxychroman-2-yl)ethane-1,2-diol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(R)-(6-benzyloxy)-2-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)chroman;
With
water; toluene-4-sulfonic acid;
In
methanol;
for 12h;
Reflux;
With
sodium hydrogencarbonate;
In
ethyl acetate;
- Guidance literature:
-
Multi-step reaction with 11 steps
1.1: 16 h / 200 °C / Inert atmosphere
2.1: potassium carbonate / acetone / 6 h / Reflux
3.1: 9-borabicyclo[3.3.1]nonane / tetrahydrofuran / 4 h / 20 °C
3.2: 6 h / Reflux
4.1: pyridinium chlorochromate / dichloromethane / 5 h / 0 - 20 °C / Molecular sieve
5.1: dichloromethane / 18 h / 20 °C
6.1: diisobutylaluminium hydride / toluene / 4 h / 0 - 20 °C / Inert atmosphere
7.1: titanium(IV) isopropylate; tert.-butylhydroperoxide / dichloromethane; decane / 18 h / -25 °C / Molecular sieve
8.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 2 h / 20 °C
8.2: 3 h / 0 °C
8.3: 0.67 h / 0 - 20 °C
9.1: toluene-4-sulfonic acid / 0.5 h / 20 °C
10.1: potassium carbonate / N,N-dimethyl-formamide / 0.5 h / 20 °C
11.1: toluene-4-sulfonic acid; water / methanol / 12 h / Reflux
With
titanium(IV) isopropylate; tert.-butylhydroperoxide; water; hydrogen; diisobutylaluminium hydride; potassium carbonate; toluene-4-sulfonic acid; 9-borabicyclo[3.3.1]nonane; pyridinium chlorochromate;
palladium 10% on activated carbon;
In
tetrahydrofuran; methanol; decane; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetone; toluene;
1.1: Claisen Rearrangement / 5.1: Wittig Reaction / 7.1: Sharpless Epoxidation;
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: potassium carbonate / acetone / 6 h / Reflux
2.1: 9-borabicyclo[3.3.1]nonane / tetrahydrofuran / 4 h / 20 °C
2.2: 6 h / Reflux
3.1: pyridinium chlorochromate / dichloromethane / 5 h / 0 - 20 °C / Molecular sieve
4.1: dichloromethane / 18 h / 20 °C
5.1: diisobutylaluminium hydride / toluene / 4 h / 0 - 20 °C / Inert atmosphere
6.1: titanium(IV) isopropylate; tert.-butylhydroperoxide / dichloromethane; decane / 18 h / -25 °C / Molecular sieve
7.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 2 h / 20 °C
7.2: 3 h / 0 °C
7.3: 0.67 h / 0 - 20 °C
8.1: toluene-4-sulfonic acid / 0.5 h / 20 °C
9.1: potassium carbonate / N,N-dimethyl-formamide / 0.5 h / 20 °C
10.1: toluene-4-sulfonic acid; water / methanol / 12 h / Reflux
With
titanium(IV) isopropylate; tert.-butylhydroperoxide; water; hydrogen; diisobutylaluminium hydride; potassium carbonate; toluene-4-sulfonic acid; 9-borabicyclo[3.3.1]nonane; pyridinium chlorochromate;
palladium 10% on activated carbon;
In
tetrahydrofuran; methanol; decane; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetone; toluene;
4.1: Wittig Reaction / 6.1: Sharpless Epoxidation;
