Technology Process of methyl 4,7,8-tri-O-acetyl-9-O-benzoyl-3,5-dideoxy-5-dichloroacetamido-β-D-glycero-D-galacto-2-nonulopyranoside
There total 13 articles about methyl 4,7,8-tri-O-acetyl-9-O-benzoyl-3,5-dideoxy-5-dichloroacetamido-β-D-glycero-D-galacto-2-nonulopyranoside which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
hydrogen;
palladium on activated charcoal;
In
methanol; ethyl acetate;
for 5h;
under 3000.2 Torr;
Ambient temperature;
- Guidance literature:
-
Multi-step reaction with 12 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: 60 percent / Et3N / CH2Cl2 / 0.17 h / -5 °C
10: 25 percent / satd. HCl / 1.5 h / -10 °C
11: 92 percent / pyridine / 12 h / Ambient temperature
12: 94 percent / H2 / 10percent Pd/C / ethyl acetate; methanol / 5 h / 3000.2 Torr / Ambient temperature
With
pyridine; hydrogenchloride; sodium tetrahydroborate; boron trifluoride diethyl etherate; hydrogen; bromine; sodium hydride; magnesium sulfate; toluene-4-sulfonic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; bis(tri-n-butyltin)oxide;
palladium on activated charcoal;
In
pyridine; methanol; ethanol; dichloromethane; water; ethyl acetate; acetonitrile;
- Guidance literature:
-
Multi-step reaction with 11 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: 60 percent / Et3N / CH2Cl2 / 0.17 h / -5 °C
9: 25 percent / satd. HCl / 1.5 h / -10 °C
10: 92 percent / pyridine / 12 h / Ambient temperature
11: 94 percent / H2 / 10percent Pd/C / ethyl acetate; methanol / 5 h / 3000.2 Torr / Ambient temperature
With
pyridine; hydrogenchloride; boron trifluoride diethyl etherate; hydrogen; bromine; sodium hydride; magnesium sulfate; toluene-4-sulfonic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; bis(tri-n-butyltin)oxide;
palladium on activated charcoal;
In
pyridine; methanol; dichloromethane; water; ethyl acetate; acetonitrile;