Technology Process of phenylthio 4,8-anhydro-2,3-di-O-benzyl-6,7-dideoxy-8S-phenyl-α-D-manno-octopyranoside
There total 14 articles about phenylthio 4,8-anhydro-2,3-di-O-benzyl-6,7-dideoxy-8S-phenyl-α-D-manno-octopyranoside 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:
-
phenylthio 2,3-di-O-benzyl-6,7-dideoxy-8-C-phenyl-α-D-manno-oct-8-ulopyranoside;
In
tetrahydrofuran; methanol;
at 20 ℃;
for 48h;
Inert atmosphere;
With
triethylsilane; trifluoroacetic acid; trifluoroacetic anhydride;
In
dichloromethane;
Inert atmosphere;
Cooling with ice;
DOI:10.1021/jo302455d
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: toluene-4-sulfonic acid / dichloromethane; methanol / 18 h / 20 °C / Inert atmosphere
2.1: pyridine; dmap / 23 h / 20 °C / Inert atmosphere
2.2: 6.5 h / 20 °C / Inert atmosphere
3.1: trifluoroacetic acid; trifluoroacetic anhydride / dichloromethane / 4 °C / Inert atmosphere
4.1: Dess-Martin periodane / dichloromethane / 22 h / 20 °C / Inert atmosphere
5.1: dichloromethane / 22 h / 20 °C / Inert atmosphere
6.1: (triphenylphosphine)copper(I) hydride hexamer; water / benzene / 0.5 h / Schlenk technique; Inert atmosphere
7.1: sodium methylate; methanol / tetrahydrofuran / 144 h / 20 °C / Inert atmosphere
8.1: Amberlite IR-120H / methanol; tetrahydrofuran / 48 h / 20 °C / Inert atmosphere
8.2: Inert atmosphere; Cooling with ice
With
pyridine; methanol; dmap; (triphenylphosphine)copper(I) hydride hexamer; water; sodium methylate; Dess-Martin periodane; toluene-4-sulfonic acid; trifluoroacetic acid; trifluoroacetic anhydride;
In
tetrahydrofuran; methanol; dichloromethane; benzene;
4.1: |Dess-Martin Oxidation;
DOI:10.1021/jo302455d
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: pyridine; dmap / 23 h / 20 °C / Inert atmosphere
1.2: 6.5 h / 20 °C / Inert atmosphere
2.1: trifluoroacetic acid; trifluoroacetic anhydride / dichloromethane / 4 °C / Inert atmosphere
3.1: Dess-Martin periodane / dichloromethane / 22 h / 20 °C / Inert atmosphere
4.1: dichloromethane / 22 h / 20 °C / Inert atmosphere
5.1: (triphenylphosphine)copper(I) hydride hexamer; water / benzene / 0.5 h / Schlenk technique; Inert atmosphere
6.1: sodium methylate; methanol / tetrahydrofuran / 144 h / 20 °C / Inert atmosphere
7.1: Amberlite IR-120H / methanol; tetrahydrofuran / 48 h / 20 °C / Inert atmosphere
7.2: Inert atmosphere; Cooling with ice
With
pyridine; methanol; dmap; (triphenylphosphine)copper(I) hydride hexamer; water; sodium methylate; Dess-Martin periodane; trifluoroacetic acid; trifluoroacetic anhydride;
In
tetrahydrofuran; methanol; dichloromethane; benzene;
3.1: |Dess-Martin Oxidation;
DOI:10.1021/jo302455d
