Technology Process of 2,3,4,5-tetra-O-benzyl-6-deoxy-6-oxo-D-glucose propane-1,3-diyl dithioacetal
There total 5 articles about 2,3,4,5-tetra-O-benzyl-6-deoxy-6-oxo-D-glucose propane-1,3-diyl dithioacetal 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:
-
2,3,4,5-tetra-O-benzyl-D-glucose propane-1,3-diyl dithioacetal;
With
oxalyl dichloride;
In
dichloromethane; dimethyl sulfoxide;
at -70 ℃;
for 0.333333h;
With
triethylamine;
In
dichloromethane; dimethyl sulfoxide;
at -70 - 20 ℃;
for 1.25h;
DOI:10.1021/jo400130p
- Guidance literature:
-
Multi-step reaction with 4 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: oxalyl dichloride / dichloromethane; dimethyl sulfoxide / 0.33 h / -70 °C
4.2: 1.25 h / -70 - 20 °C
With
methanol; dmap; oxalyl dichloride; sulfuric acid; sodium hydride;
In
tetrahydrofuran; pyridine; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; mineral oil;
DOI:10.1021/jo400130p
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: hydrogenchloride; water / 20 °C
2.1: dmap / pyridine / 48 h / 35 °C
3.1: sodium hydride / tetrahydrofuran; mineral oil; N,N-dimethyl-formamide / 0.5 h / 20 °C
3.2: 20 °C
4.1: sulfuric acid; methanol / dichloromethane / 20 °C
5.1: oxalyl dichloride / dichloromethane; dimethyl sulfoxide / 0.33 h / -70 °C
5.2: 1.25 h / -70 - 20 °C
With
hydrogenchloride; methanol; dmap; oxalyl dichloride; sulfuric acid; water; sodium hydride;
In
tetrahydrofuran; pyridine; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; mineral oil;
DOI:10.1021/jo400130p
