Technology Process of N-Benzyloxy-3-((3aS,4S,6R,7S,7aS)-4-benzyloxy-7-hydroxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yl)-propionamide
There total 12 articles about N-Benzyloxy-3-((3aS,4S,6R,7S,7aS)-4-benzyloxy-7-hydroxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yl)-propionamide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
dicyclohexyl-carbodiimide;
In
tetrahydrofuran;
for 20h;
Ambient temperature;
DOI:10.1246/bcsj.65.567
- Guidance literature:
-
Multi-step reaction with 11 steps
1: 75 percent / pyridine / CH2Cl2 / 2 h / Ambient temperature
2: 94.3 percent / 2-naphthalenesulfonic acid / acetone / 8 h / Ambient temperature
3: 94 percent / triethylamine / tetrahydrofuran / Ambient temperature
4: 1.) Na / 1.) toluene, reflux, 2.) toluene, reflux, overnight
5: 70 percent / DMSO, NaCl / H2O / 15 h / 145 °C
6: 1 g / 1 M aq. KOH / methanol / Ambient temperature
7: 96 percent / diethyl ether
8: 95 percent / pyridinium chlorochromate (PCC) / CH2Cl2 / Ambient temperature
9: 97 percent / NaBH4 / ethanol / 0.5 h / Ambient temperature
10: 95 percent / 1 M NaOH / ethanol / 15 h / Ambient temperature
11: 85 percent / DCC / tetrahydrofuran / 20 h / Ambient temperature
With
pyridine; potassium hydroxide; sodium hydroxide; sodium tetrahydroborate; naphthalene-2-sulfonate; sodium; dimethyl sulfoxide; triethylamine; dicyclohexyl-carbodiimide; pyridinium chlorochromate; sodium chloride;
In
tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; water; acetone;
DOI:10.1246/bcsj.65.567
- Guidance literature:
-
Multi-step reaction with 10 steps
1: 94.3 percent / 2-naphthalenesulfonic acid / acetone / 8 h / Ambient temperature
2: 94 percent / triethylamine / tetrahydrofuran / Ambient temperature
3: 1.) Na / 1.) toluene, reflux, 2.) toluene, reflux, overnight
4: 70 percent / DMSO, NaCl / H2O / 15 h / 145 °C
5: 1 g / 1 M aq. KOH / methanol / Ambient temperature
6: 96 percent / diethyl ether
7: 95 percent / pyridinium chlorochromate (PCC) / CH2Cl2 / Ambient temperature
8: 97 percent / NaBH4 / ethanol / 0.5 h / Ambient temperature
9: 95 percent / 1 M NaOH / ethanol / 15 h / Ambient temperature
10: 85 percent / DCC / tetrahydrofuran / 20 h / Ambient temperature
With
potassium hydroxide; sodium hydroxide; sodium tetrahydroborate; naphthalene-2-sulfonate; sodium; dimethyl sulfoxide; triethylamine; dicyclohexyl-carbodiimide; pyridinium chlorochromate; sodium chloride;
In
tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; water; acetone;
DOI:10.1246/bcsj.65.567