Technology Process of (+)-4'-tert-butyldimethylsilyloxy-2',7-(dibenzyloxy)isoflavan-3,4-diol
There total 18 articles about (+)-4'-tert-butyldimethylsilyloxy-2',7-(dibenzyloxy)isoflavan-3,4-diol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
osmium(VIII) oxide; hydroquinidine 1 4-phthalazinediyl diether;
In
dichloromethane;
at -20 ℃;
optical yield given as %ee;
enantioselective reaction;
DOI:10.1021/op200112g
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: sodium tetrahydroborate / methanol / 18 h / 0 - 20 °C / Inert atmosphere
2.1: potassium carbonate / acetone / Reflux; Inert atmosphere
3.1: acetonitrile / Inert atmosphere
4.1: potassium tert-butylate / methanol / Inert atmosphere; Reflux
5.1: triphenylphosphine hydrobromide / dichloromethane / 20 °C / Inert atmosphere
5.2: 20 °C / Inert atmosphere
6.1: osmium(VIII) oxide; hydroquinidine 1 4-phthalazinediyl diether / dichloromethane / -20 °C
With
sodium tetrahydroborate; osmium(VIII) oxide; hydroquinidine 1 4-phthalazinediyl diether; potassium tert-butylate; triphenylphosphine hydrobromide; potassium carbonate;
In
methanol; dichloromethane; acetone; acetonitrile;
4.1: Wittig reaction / 6.1: Sharpless dihydroxylation;
DOI:10.1021/op200112g
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: potassium carbonate / acetonitrile / 1 h / 20 °C / Inert atmosphere
1.2: 10 h / Reflux; Inert atmosphere
2.1: piperidine / methanol / 60 °C / Inert atmosphere
3.1: triethylamine / Inert atmosphere
4.1: thallium(III) nitrate trihydrate / methanol; dichloromethane / 20 °C / Inert atmosphere
5.1: hydrogenchloride / water / Reflux; Inert atmosphere
6.1: triethylamine / dichloromethane / 6 h / 20 °C / Inert atmosphere
7.1: lithium borohydride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere
7.2: 2 h / 0 - 60 °C / Inert atmosphere
8.1: osmium(VIII) oxide; AD-mix-β / dichloromethane / -78 °C
With
piperidine; hydrogenchloride; osmium(VIII) oxide; lithium borohydride; thallium(III) nitrate trihydrate; AD-mix-β; potassium carbonate; triethylamine;
In
tetrahydrofuran; methanol; dichloromethane; water; acetonitrile;
2.1: Claisen Schmidt condensation;
DOI:10.1021/jm101619e