Technology Process of benzyl [2-1,3-dithiane-3-deoxy-4,5-7,8-di-O-isopropylidene-α-D-manno-octulopyranosid]onate
There total 3 articles about benzyl [2-1,3-dithiane-3-deoxy-4,5-7,8-di-O-isopropylidene-α-D-manno-octulopyranosid]onate 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:
-
benzyl 1,3-dithiane-2-carboxylate;
With
N,N,N,N,N,N-hexamethylphosphoric triamide; lithium hexamethyldisilazane;
In
tetrahydrofuran;
at -45 ℃;
for 0.5h;
Inert atmosphere;
2,3-5,6-di-O-isopropylidene-1,4-O-sulfate-D-mannitol;
In
tetrahydrofuran;
at -45 - 20 ℃;
for 1h;
Inert atmosphere;
DOI:10.1021/ja306274v
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: ruthenium trichloride; sodium periodate; water / dichloromethane; acetonitrile
2.1: N,N,N,N,N,N-hexamethylphosphoric triamide; lithium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -45 °C / Inert atmosphere
2.2: 1 h / -45 - 20 °C / Inert atmosphere
With
N,N,N,N,N,N-hexamethylphosphoric triamide; ruthenium trichloride; sodium periodate; water; lithium hexamethyldisilazane;
In
tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1021/ja306274v
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: water; toluene-4-sulfonic acid / toluene / 16 h / Inert atmosphere; Reflux
1.2: 6 h / Inert atmosphere; Reflux
2.1: N,N,N,N,N,N-hexamethylphosphoric triamide; lithium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -45 °C / Inert atmosphere
2.2: 1 h / -45 - 20 °C / Inert atmosphere
With
N,N,N,N,N,N-hexamethylphosphoric triamide; water; toluene-4-sulfonic acid; lithium hexamethyldisilazane;
In
tetrahydrofuran; toluene;
DOI:10.1021/ja306274v
