Technology Process of 1,3,6',3''-tetraazido-4'',6''-O-benzylidene-3',4',2''-tri-O-benzyl-5,2'-O-(but-2-en-1,4-diyl)kanamycin A
There total 8 articles about 1,3,6',3''-tetraazido-4'',6''-O-benzylidene-3',4',2''-tri-O-benzyl-5,2'-O-(but-2-en-1,4-diyl)kanamycin A 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:
-
With
Hoveyda-Grubbs catalyst second generation;
In
toluene;
at 20 ℃;
for 24h;
Inert atmosphere;
DOI:10.1021/jo302247x
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: sodium methylate; methanol / 4 h / 20 °C / pH 11
2.1: toluene-4-sulfonic acid / N,N-dimethyl-formamide / 12 h / 68 °C
3.1: sodium hydride / N,N-dimethyl-formamide / 0.08 h / 0 °C
3.2: 6 h / 0 - 20 °C
4.1: hydrogenchloride / water; tetrahydrofuran; methanol / 3 h / 50 °C
4.2: anion resin
5.1: toluene-4-sulfonic acid; water / acetonitrile / 3 h / 20 °C
6.1: sodium hydride / N,N-dimethyl-formamide / 0.08 h / 0 °C
6.2: 3 h / 0 - 20 °C
7.1: Hoveyda-Grubbs catalyst second generation / toluene / 24 h / 20 °C / Inert atmosphere
With
hydrogenchloride; methanol; Hoveyda-Grubbs catalyst second generation; water; sodium methylate; sodium hydride; toluene-4-sulfonic acid;
In
tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1021/jo302247x
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: sodium azide; trifluoromethylsulfonic anhydride; copper(II) sulfate; triethylamine / acetonitrile; water / 0 - 20 °C
2.1: toluene-4-sulfonic acid / N,N-dimethyl-formamide / 12 h / 68 °C
3.1: sodium hydride / N,N-dimethyl-formamide / 0.08 h / 0 °C
3.2: 6 h / 0 - 20 °C
4.1: hydrogenchloride / water; tetrahydrofuran; methanol / 3 h / 50 °C
4.2: anion resin
5.1: toluene-4-sulfonic acid; water / acetonitrile / 3 h / 20 °C
6.1: sodium hydride / N,N-dimethyl-formamide / 0.08 h / 0 °C
6.2: 3 h / 0 - 20 °C
7.1: Hoveyda-Grubbs catalyst second generation / toluene / 24 h / 20 °C / Inert atmosphere
With
hydrogenchloride; sodium azide; Hoveyda-Grubbs catalyst second generation; trifluoromethylsulfonic anhydride; water; sodium hydride; toluene-4-sulfonic acid; copper(II) sulfate; triethylamine;
In
tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1021/jo302247x