Technology Process of (2R,4R,5R)-5-benzoyloxymethyl-7-tert-butyldiphenylsiloxy-4,5-isopropylidenedioxy-1-(4-methoxybenzyloxy)-2-heptanol
There total 8 articles about (2R,4R,5R)-5-benzoyloxymethyl-7-tert-butyldiphenylsiloxy-4,5-isopropylidenedioxy-1-(4-methoxybenzyloxy)-2-heptanol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(2R,4R,5R)-5-benzoyloxymethyl-7-tert-butyldiphenylsiloxy-4,5-isopropylidenedioxy-1,2-heptanediol;
With
di(n-butyl)tin oxide;
In
toluene;
for 12h;
Heating;
p-methoxybenzyl chloride;
With
tetra-(n-butyl)ammonium iodide;
In
toluene;
for 1.5h;
Further stages.;
Heating;
DOI:10.1016/j.tetlet.2007.03.152
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: DIBAlH / toluene / 0.33 h / -78 °C
2.1: imidazole / dimethylformamide / 0.5 h / 20 °C
3.1: NaBH4; CeCl3*7H2O / methanol / 0.25 h / -78 °C
4.1: Et3N / CH2Cl2 / 1 h / 0 °C
5.1: 91 percent / (DHQD)2PHAL; K2OsO2(OH)4; MeSO2NH2 / K3Fe(CN)6; K2CO3 / 2-methyl-propan-2-ol; H2O / 20 °C
6.1: p-TsOH*H2O / 0.33 h / 20 °C
7.1: Zn(NO3)2*6H2O / acetonitrile / 3 h / 50 °C
8.1: n-Bu2SnO / toluene / 12 h / Heating
8.2: 76 percent / n-Bu4NI / toluene / 1.5 h / Heating
With
1H-imidazole; zinc(II) nitrate; sodium tetrahydroborate; cerium(III) chloride; potassium dioxotetrahydroxoosmate(VI); methanesulfonamide; diisobutylaluminium hydride; di(n-butyl)tin oxide; toluene-4-sulfonic acid; 1,4-bis(9-O-dihydroquinidine)phthalazine; triethylamine;
potassium carbonate; potassium hexacyanoferrate(III);
In
methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile; tert-butyl alcohol;
5.1: Sharpless asymmetric dihydroxylation;
DOI:10.1016/j.tetlet.2007.03.152
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: imidazole / dimethylformamide / 0.5 h / 20 °C
2.1: NaBH4; CeCl3*7H2O / methanol / 0.25 h / -78 °C
3.1: Et3N / CH2Cl2 / 1 h / 0 °C
4.1: 91 percent / (DHQD)2PHAL; K2OsO2(OH)4; MeSO2NH2 / K3Fe(CN)6; K2CO3 / 2-methyl-propan-2-ol; H2O / 20 °C
5.1: p-TsOH*H2O / 0.33 h / 20 °C
6.1: Zn(NO3)2*6H2O / acetonitrile / 3 h / 50 °C
7.1: n-Bu2SnO / toluene / 12 h / Heating
7.2: 76 percent / n-Bu4NI / toluene / 1.5 h / Heating
With
1H-imidazole; zinc(II) nitrate; sodium tetrahydroborate; cerium(III) chloride; potassium dioxotetrahydroxoosmate(VI); methanesulfonamide; di(n-butyl)tin oxide; toluene-4-sulfonic acid; 1,4-bis(9-O-dihydroquinidine)phthalazine; triethylamine;
potassium carbonate; potassium hexacyanoferrate(III);
In
methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile; tert-butyl alcohol;
4.1: Sharpless asymmetric dihydroxylation;
DOI:10.1016/j.tetlet.2007.03.152
