Technology Process of 5,8-dideoxy-5,8-(N-benzoxycarbonylimino)-1,2-O-isopropylidene-(6S,7R)-dihydroxy-α-D-erythro-L-ido-octa-1,4-furanose
There total 9 articles about 5,8-dideoxy-5,8-(N-benzoxycarbonylimino)-1,2-O-isopropylidene-(6S,7R)-dihydroxy-α-D-erythro-L-ido-octa-1,4-furanose 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 7 steps
1: 11 percent / TMSOTf / tetrahydrofuran; diethyl ether / 1 h / -78 °C
2: 88 percent / zinc; acetic acid; Cu(OAc)2 / H2O / 1 h / 80 °C
3: 91 percent / anhydrous potassium carbonate / dimethylformamide / 12 h / 20 °C
4: 84 percent / Grubbs first generation catalyst / CH2Cl2 / 12 h / 20 °C
5: 62 percent / K3Fe(CN)6; potassium carbonate; methanesulfonamide / K2OsO4*2H2O; (DHQD)2PHAL / H2O; 2-methyl-propan-2-ol / 12 h / 0 °C
6: ammonium formate / palladium on carbon / methanol / 1 h / 80 °C
7: 0.20 g / sodium hydrogen carbonate / methanol; H2O / 2 h / 20 °C
With
copper diacetate; methanesulfonamide; trimethylsilyl trifluoromethanesulfonate; ammonium formate; sodium hydrogencarbonate; potassium carbonate; acetic acid; potassium hexacyanoferrate(III); zinc;
potassium osmate(VI); palladium on activated charcoal; Grubbs catalyst first generation; 1,4-bis(9-O-dihydroquinidine)phthalazine;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1021/jo060823s
- Guidance literature:
-
Multi-step reaction with 3 steps
1: 62 percent / K3Fe(CN)6; potassium carbonate; methanesulfonamide / K2OsO4*2H2O; (DHQD)2PHAL / H2O; 2-methyl-propan-2-ol / 12 h / 0 °C
2: ammonium formate / palladium on carbon / methanol / 1 h / 80 °C
3: 0.20 g / sodium hydrogen carbonate / methanol; H2O / 2 h / 20 °C
With
methanesulfonamide; ammonium formate; sodium hydrogencarbonate; potassium carbonate; potassium hexacyanoferrate(III);
potassium osmate(VI); palladium on activated charcoal; 1,4-bis(9-O-dihydroquinidine)phthalazine;
In
methanol; water; tert-butyl alcohol;
DOI:10.1021/jo060823s
- Guidance literature:
-
Multi-step reaction with 4 steps
1: 84 percent / Grubbs first generation catalyst / CH2Cl2 / 12 h / 20 °C
2: 62 percent / K3Fe(CN)6; potassium carbonate; methanesulfonamide / K2OsO4*2H2O; (DHQD)2PHAL / H2O; 2-methyl-propan-2-ol / 12 h / 0 °C
3: ammonium formate / palladium on carbon / methanol / 1 h / 80 °C
4: 0.20 g / sodium hydrogen carbonate / methanol; H2O / 2 h / 20 °C
With
methanesulfonamide; ammonium formate; sodium hydrogencarbonate; potassium carbonate; potassium hexacyanoferrate(III);
potassium osmate(VI); palladium on activated charcoal; Grubbs catalyst first generation; 1,4-bis(9-O-dihydroquinidine)phthalazine;
In
methanol; dichloromethane; water; tert-butyl alcohol;
DOI:10.1021/jo060823s
