Technology Process of (3S,5S,6S)-3-[(1S,5R)-5-(tert-butyldiphenylsilyloxy)-1-(methoxymethoxy)hexyl]-5,6-bis-(4-methoxyphenyl)-[1,4]-dioxan-2-one
There total 11 articles about (3S,5S,6S)-3-[(1S,5R)-5-(tert-butyldiphenylsilyloxy)-1-(methoxymethoxy)hexyl]-5,6-bis-(4-methoxyphenyl)-[1,4]-dioxan-2-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: 84 percent / K3Fe(CN)6; potassium carbonate; methanesulfonamide / (DHQ)2PHAL; K2OsO2(OH)4 / H2O; 2-methyl-propan-2-ol / 30 h / 20 °C
2.1: dibutyltin oxide / benzene / 24 h / Heating
2.2: 55 percent / tetra n-butylammonium iodide / benzene / 48 h / Heating
3.1: dicyclohexylboron triflate; triethylamine / CH2Cl2; hexane / 3 h / -78 °C
3.2: CH2Cl2; hexane / 15 h / -78 °C
3.3: N,N-diisopropylamine; tetra n-butylammonium iodide / CH2Cl2 / 336 h / 20 °C
With
methanesulfonamide; di(n-butyl)tin oxide; potassium carbonate; triethylamine; potassium hexacyanoferrate(III); dicyclohexyl(((trifluoromethyl)sulfonyl)oxy)borane;
Hydroquinone 1,4-phthalazinediyl diether; potassium dioxotetrahydroxoosmate(VI);
In
hexane; dichloromethane; water; tert-butyl alcohol; benzene;
3.2: aldol reaction;
DOI:10.1021/ol062479r
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: potassium carbonate / dimethylformamide / 0.33 h / cooling
1.2: 85 percent / dimethylformamide / 1 h / 20 °C
2.1: 84 percent / K3Fe(CN)6; potassium carbonate; methanesulfonamide / (DHQ)2PHAL; K2OsO2(OH)4 / H2O; 2-methyl-propan-2-ol / 30 h / 20 °C
3.1: dibutyltin oxide / benzene / 24 h / Heating
3.2: 55 percent / tetra n-butylammonium iodide / benzene / 48 h / Heating
4.1: dicyclohexylboron triflate; triethylamine / CH2Cl2; hexane / 3 h / -78 °C
4.2: CH2Cl2; hexane / 15 h / -78 °C
4.3: N,N-diisopropylamine; tetra n-butylammonium iodide / CH2Cl2 / 336 h / 20 °C
With
methanesulfonamide; di(n-butyl)tin oxide; potassium carbonate; triethylamine; potassium hexacyanoferrate(III); dicyclohexyl(((trifluoromethyl)sulfonyl)oxy)borane;
Hydroquinone 1,4-phthalazinediyl diether; potassium dioxotetrahydroxoosmate(VI);
In
hexane; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol; benzene;
1.2: Horner-Wadsworth-Emmons olefination / 4.2: aldol reaction;
DOI:10.1021/ol062479r
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: 95 percent / 5 h / Heating
2.1: potassium carbonate / dimethylformamide / 0.33 h / cooling
2.2: 85 percent / dimethylformamide / 1 h / 20 °C
3.1: 84 percent / K3Fe(CN)6; potassium carbonate; methanesulfonamide / (DHQ)2PHAL; K2OsO2(OH)4 / H2O; 2-methyl-propan-2-ol / 30 h / 20 °C
4.1: dibutyltin oxide / benzene / 24 h / Heating
4.2: 55 percent / tetra n-butylammonium iodide / benzene / 48 h / Heating
5.1: dicyclohexylboron triflate; triethylamine / CH2Cl2; hexane / 3 h / -78 °C
5.2: CH2Cl2; hexane / 15 h / -78 °C
5.3: N,N-diisopropylamine; tetra n-butylammonium iodide / CH2Cl2 / 336 h / 20 °C
With
methanesulfonamide; di(n-butyl)tin oxide; potassium carbonate; triethylamine; potassium hexacyanoferrate(III); dicyclohexyl(((trifluoromethyl)sulfonyl)oxy)borane;
Hydroquinone 1,4-phthalazinediyl diether; potassium dioxotetrahydroxoosmate(VI);
In
hexane; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol; benzene;
2.2: Horner-Wadsworth-Emmons olefination / 5.2: aldol reaction;
DOI:10.1021/ol062479r