Technology Process of 1-[(2R,3R,4R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-4-(2,3-dihydroxy-propyl)-3-methoxy-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione
There total 11 articles about 1-[(2R,3R,4R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-4-(2,3-dihydroxy-propyl)-3-methoxy-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
hydrogen;
palladium on activated charcoal;
In
methanol;
for 18h;
under 760 Torr;
Ambient temperature;
- Guidance literature:
-
Multi-step reaction with 10 steps
1: 72 percent / imidazole / dimethylformamide / 18 h / Ambient temperature
2: 82 percent / Et3N, DMAP, pyridine / CH2Cl2 / 40 h / Ambient temperature
3: 79 percent / AIBN / benzene / 20 h / Heating
4: 90 percent / aq. NaOH / tetrahydrofuran / 5 h / Ambient temperature
5: 92 percent / DBU / acetonitrile / 18 h / Ambient temperature
6: 83 percent / PPh3, diisopropylazodicarboxylate / toluene / 50 h / Ambient temperature
7: 92 percent / NaOMe / methanol / 1 h / Ambient temperature
8: 94 percent / NaH / tetrahydrofuran / 17 h / Ambient temperature
9: 61 percent / OsO4, N-methylmorpholine-N-oxide, H2O / acetone / 18 h / Ambient temperature
10: 83 percent / H2 / 10percent Pd/C / methanol / 18 h / 760 Torr / Ambient temperature
With
pyridine; 1H-imidazole; dmap; sodium hydroxide; osmium(VIII) oxide; 2,2'-azobis(isobutyronitrile); di-isopropyl azodicarboxylate; water; hydrogen; sodium methylate; sodium hydride; 4-methylmorpholine N-oxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; triphenylphosphine;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetone; toluene; acetonitrile; benzene;
- Guidance literature:
-
Multi-step reaction with 10 steps
1: 72 percent / imidazole / dimethylformamide / 18 h / Ambient temperature
2: 82 percent / Et3N, DMAP, pyridine / CH2Cl2 / 40 h / Ambient temperature
3: 79 percent / AIBN / benzene / 20 h / Heating
4: 90 percent / aq. NaOH / tetrahydrofuran / 5 h / Ambient temperature
5: 92 percent / DBU / acetonitrile / 18 h / Ambient temperature
6: 83 percent / PPh3, diisopropylazodicarboxylate / toluene / 50 h / Ambient temperature
7: 92 percent / NaOMe / methanol / 1 h / Ambient temperature
8: 94 percent / NaH / tetrahydrofuran / 17 h / Ambient temperature
9: 61 percent / OsO4, N-methylmorpholine-N-oxide, H2O / acetone / 18 h / Ambient temperature
10: 83 percent / H2 / 10percent Pd/C / methanol / 18 h / 760 Torr / Ambient temperature
With
pyridine; 1H-imidazole; dmap; sodium hydroxide; osmium(VIII) oxide; 2,2'-azobis(isobutyronitrile); di-isopropyl azodicarboxylate; water; hydrogen; sodium methylate; sodium hydride; 4-methylmorpholine N-oxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; triphenylphosphine;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetone; toluene; acetonitrile; benzene;