Technology Process of (1R,2S,3R,4R,5R,6R)-5,6-di(benzyloxy)cyclohexane-1,2,3,4-tetrol
There total 5 articles about (1R,2S,3R,4R,5R,6R)-5,6-di(benzyloxy)cyclohexane-1,2,3,4-tetrol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
peracetic acid; mercury(II) diacetate;
In
acetic acid;
at 23 ℃;
for 1h;
DOI:10.1021/ol034349d
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: BF3*OEt2 / tetrahydrofuran / 16 h / -78 - 23 °C
1.2: 30 percent H2O2 / tetrahydrofuran; H2O / 2 h / 23 °C / pH 7
2.1: 87 percent / [N,N'-(Mes)2imidazolidin-2-yl]Ru=CHPh(PCy3)Cl2 / toluene / 2 h / 80 °C
3.1: 99 percent / 2,6-lutidine / CH2Cl2 / 6 h / -78 - 0 °C
4.1: MeSO2NH2; quinuclidine; K2OsO4*H2O / K3Fe(CN)6; K2CO3 / 2-methyl-propan-2-ol; H2O / 12 h / 23 °C
5.1: 70 percent / HF; pyridine / acetonitrile / 9 h / -15 - 0 °C
6.1: 73 percent / Hg(OAc)2; 32 percent AcOOH / acetic acid / 1 h / 23 °C
With
Quinuclidine; pyridine; 2,6-dimethylpyridine; peracetic acid; potassium osmate(VI); methanesulfonamide; boron trifluoride diethyl etherate; hydrogen fluoride; mercury(II) diacetate;
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; potassium carbonate; potassium hexacyanoferrate(III);
In
tetrahydrofuran; dichloromethane; water; acetic acid; toluene; acetonitrile; tert-butyl alcohol;
6.1: Fleming-Tamao oxidation;
DOI:10.1021/ol034349d
- Guidance literature:
-
Multi-step reaction with 4 steps
1: 99 percent / 2,6-lutidine / CH2Cl2 / 6 h / -78 - 0 °C
2: MeSO2NH2; quinuclidine; K2OsO4*H2O / K3Fe(CN)6; K2CO3 / 2-methyl-propan-2-ol; H2O / 12 h / 23 °C
3: 70 percent / HF; pyridine / acetonitrile / 9 h / -15 - 0 °C
4: 73 percent / Hg(OAc)2; 32 percent AcOOH / acetic acid / 1 h / 23 °C
With
Quinuclidine; pyridine; 2,6-dimethylpyridine; peracetic acid; potassium osmate(VI); methanesulfonamide; hydrogen fluoride; mercury(II) diacetate;
potassium carbonate; potassium hexacyanoferrate(III);
In
dichloromethane; water; acetic acid; acetonitrile; tert-butyl alcohol;
4: Fleming-Tamao oxidation;
DOI:10.1021/ol034349d