Technology Process of (3R,4S,5R,6R)-3,4,5,6-tetrakis(benzyloxy)-3,4,5,6-tetrahydro-7H-azepine 1-oxide
There total 10 articles about (3R,4S,5R,6R)-3,4,5,6-tetrakis(benzyloxy)-3,4,5,6-tetrahydro-7H-azepine 1-oxide 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
hydrogenchloride;
In
tetrahydrofuran;
at 20 ℃;
for 2h;
DOI:10.1021/jo400130p
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: dmap / pyridine / 48 h / 35 °C
2.1: sodium hydride / tetrahydrofuran; mineral oil; N,N-dimethyl-formamide / 0.5 h / 20 °C
2.2: 20 °C
3.1: sulfuric acid; methanol / dichloromethane / 20 °C
4.1: triethylamine / dichloromethane / 0 - 20 °C
5.1: N-Bromosuccinimide / acetonitrile / 1 h / 20 °C
6.1: potassium carbonate; methanol / 3 h / 20 °C
7.1: oxalyl dichloride / dichloromethane; dimethyl sulfoxide / 0.33 h / -70 °C
8.1: sodium hydrogencarbonate; hydroxylamine hydrochloride; methanol / 20 °C
9.1: sodium cyanoborohydride; hydrogenchloride; methanol / 20 °C / pH 3 - 4
10.1: hydrogenchloride / tetrahydrofuran / 2 h / 20 °C
With
hydrogenchloride; methanol; dmap; N-Bromosuccinimide; oxalyl dichloride; sulfuric acid; hydroxylamine hydrochloride; sodium hydride; sodium cyanoborohydride; sodium hydrogencarbonate; potassium carbonate; triethylamine;
In
tetrahydrofuran; pyridine; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile; mineral oil;
DOI:10.1021/jo400130p
- Guidance literature:
-
Multi-step reaction with 8 steps
1: sulfuric acid; methanol / dichloromethane / 20 °C
2: triethylamine / dichloromethane / 0 - 20 °C
3: N-Bromosuccinimide / acetonitrile / 1 h / 20 °C
4: potassium carbonate; methanol / 3 h / 20 °C
5: oxalyl dichloride / dichloromethane; dimethyl sulfoxide / 0.33 h / -70 °C
6: sodium hydrogencarbonate; hydroxylamine hydrochloride; methanol / 20 °C
7: sodium cyanoborohydride; hydrogenchloride; methanol / 20 °C / pH 3 - 4
8: hydrogenchloride / tetrahydrofuran / 2 h / 20 °C
With
hydrogenchloride; methanol; N-Bromosuccinimide; oxalyl dichloride; sulfuric acid; hydroxylamine hydrochloride; sodium cyanoborohydride; sodium hydrogencarbonate; potassium carbonate; triethylamine;
In
tetrahydrofuran; dichloromethane; dimethyl sulfoxide; acetonitrile;
DOI:10.1021/jo400130p
