Technology Process of methyl 1,2,3,4-tetra-O-acetyl-6-[(tert-butoxycarbonyl)amino]-6-deoxy-D-glycero-beta-D-allo-heptopyranuronate
There total 11 articles about methyl 1,2,3,4-tetra-O-acetyl-6-[(tert-butoxycarbonyl)amino]-6-deoxy-D-glycero-beta-D-allo-heptopyranuronate which
guide to synthetic route it.
The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
synthetic route:
- Guidance literature:
-
Multi-step reaction with 11 steps
1: 84 percent / BF3*OEt2 / CH2Cl2 / 8 h / -80 °C
2: 65 percent / Et3N, 4-(N,N-dimethylamino)pyridine / CH2Cl2 / 4 h / Ambient temperature
3: pyridine / 3 h / Ambient temperature
4: dicyclohexane-crown-6, KMnO4 / CH2Cl2 / 1) 15 deg C, 3 h, 2) room temp., 3 h
5: pyridine / 5 h / Ambient temperature
6: DIBALH / CH2Cl2 / 5 h / -80 °C
7: citric acid / methanol / 3 h / Ambient temperature
8: pyridine, DMAP / 5 h / Ambient temperature
9: 70percent aq. AcOH / 6 h / 60 °C
10: NaIO4 / RuO2*H2O / acetone; H2O / 3 h / Ambient temperature
11: diethyl ether
With
pyridine; dmap; potassium permanganate; sodium periodate; dicyclohexane-crown-6; boron trifluoride diethyl etherate; diisobutylaluminium hydride; acetic acid; triethylamine; citric acid;
ruthenium(IV) oxide;
In
methanol; diethyl ether; dichloromethane; water; acetone;
DOI:10.1021/jo00023a015
- Guidance literature:
-
Multi-step reaction with 9 steps
1: pyridine / 3 h / Ambient temperature
2: dicyclohexane-crown-6, KMnO4 / CH2Cl2 / 1) 15 deg C, 3 h, 2) room temp., 3 h
3: pyridine / 5 h / Ambient temperature
4: DIBALH / CH2Cl2 / 5 h / -80 °C
5: citric acid / methanol / 3 h / Ambient temperature
6: pyridine, DMAP / 5 h / Ambient temperature
7: 70percent aq. AcOH / 6 h / 60 °C
8: NaIO4 / RuO2*H2O / acetone; H2O / 3 h / Ambient temperature
9: diethyl ether
With
pyridine; dmap; potassium permanganate; sodium periodate; dicyclohexane-crown-6; diisobutylaluminium hydride; acetic acid; citric acid;
ruthenium(IV) oxide;
In
methanol; diethyl ether; dichloromethane; water; acetone;
DOI:10.1021/jo00023a015
- Guidance literature:
-
Multi-step reaction with 10 steps
1: 65 percent / Et3N, 4-(N,N-dimethylamino)pyridine / CH2Cl2 / 4 h / Ambient temperature
2: pyridine / 3 h / Ambient temperature
3: dicyclohexane-crown-6, KMnO4 / CH2Cl2 / 1) 15 deg C, 3 h, 2) room temp., 3 h
4: pyridine / 5 h / Ambient temperature
5: DIBALH / CH2Cl2 / 5 h / -80 °C
6: citric acid / methanol / 3 h / Ambient temperature
7: pyridine, DMAP / 5 h / Ambient temperature
8: 70percent aq. AcOH / 6 h / 60 °C
9: NaIO4 / RuO2*H2O / acetone; H2O / 3 h / Ambient temperature
10: diethyl ether
With
pyridine; dmap; potassium permanganate; sodium periodate; dicyclohexane-crown-6; diisobutylaluminium hydride; acetic acid; triethylamine; citric acid;
ruthenium(IV) oxide;
In
methanol; diethyl ether; dichloromethane; water; acetone;
DOI:10.1021/jo00023a015