Technology Process of methyl 5-acetamido-1,4,7,8-tetra-O-acetyl-9-O-benzoyl-3,5-dideoxy-D-glycero-β-D-galacto-2-nonulopyranoside
There total 11 articles about methyl 5-acetamido-1,4,7,8-tetra-O-acetyl-9-O-benzoyl-3,5-dideoxy-D-glycero-β-D-galacto-2-nonulopyranoside which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 10 steps
1: 88 percent / Et3N / acetonitrile / 1 h / -35 °C
2: 89 percent / 3-chloroperoxybenzoic acid / CH2Cl2 / 12.3 h / -10 °C
3: 77 percent / NaH, MgSO4 / CH2Cl2 / 10 h
4: 92 percent / 0.3M BF3*OEt2 / CH2Cl2 / 1 h / 0 °C
5: 83 percent / TsOH*H2O / pyridine; H2O / 12 h / 80 °C
6: 82 percent / TsOH*H2O / methanol / 4 h
7: 63 percent / (Bu3Sn)2O, 2M Br2 / CH2Cl2 / 1 h / 0 °C
8: 52 percent / TsOH*H2O / 10 h
9: 93 percent / pyridine / 12 h / Ambient temperature
10: 89 percent / Bu3SnH, AIBN / benzene / 1 h / Heating
With
pyridine; 2,2'-azobis(isobutyronitrile); boron trifluoride diethyl etherate; bromine; tri-n-butyl-tin hydride; sodium hydride; magnesium sulfate; toluene-4-sulfonic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; bis(tri-n-butyltin)oxide;
In
pyridine; methanol; dichloromethane; water; acetonitrile; benzene;
- Guidance literature:
-
Multi-step reaction with 11 steps
1: 93 percent / NaBH4 / ethanol / 1 h / 55 °C
2: 88 percent / Et3N / acetonitrile / 1 h / -35 °C
3: 89 percent / 3-chloroperoxybenzoic acid / CH2Cl2 / 12.3 h / -10 °C
4: 77 percent / NaH, MgSO4 / CH2Cl2 / 10 h
5: 92 percent / 0.3M BF3*OEt2 / CH2Cl2 / 1 h / 0 °C
6: 83 percent / TsOH*H2O / pyridine; H2O / 12 h / 80 °C
7: 82 percent / TsOH*H2O / methanol / 4 h
8: 63 percent / (Bu3Sn)2O, 2M Br2 / CH2Cl2 / 1 h / 0 °C
9: 52 percent / TsOH*H2O / 10 h
10: 93 percent / pyridine / 12 h / Ambient temperature
11: 89 percent / Bu3SnH, AIBN / benzene / 1 h / Heating
With
pyridine; sodium tetrahydroborate; 2,2'-azobis(isobutyronitrile); boron trifluoride diethyl etherate; bromine; tri-n-butyl-tin hydride; sodium hydride; magnesium sulfate; toluene-4-sulfonic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; bis(tri-n-butyltin)oxide;
In
pyridine; methanol; ethanol; dichloromethane; water; acetonitrile; benzene;
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 89 percent / 3-chloroperoxybenzoic acid / CH2Cl2 / 12.3 h / -10 °C
2: 77 percent / NaH, MgSO4 / CH2Cl2 / 10 h
3: 92 percent / 0.3M BF3*OEt2 / CH2Cl2 / 1 h / 0 °C
4: 83 percent / TsOH*H2O / pyridine; H2O / 12 h / 80 °C
5: 82 percent / TsOH*H2O / methanol / 4 h
6: 63 percent / (Bu3Sn)2O, 2M Br2 / CH2Cl2 / 1 h / 0 °C
7: 52 percent / TsOH*H2O / 10 h
8: 93 percent / pyridine / 12 h / Ambient temperature
9: 89 percent / Bu3SnH, AIBN / benzene / 1 h / Heating
With
pyridine; 2,2'-azobis(isobutyronitrile); boron trifluoride diethyl etherate; bromine; tri-n-butyl-tin hydride; sodium hydride; magnesium sulfate; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; bis(tri-n-butyltin)oxide;
In
pyridine; methanol; dichloromethane; water; benzene;