Technology Process of 1-{3-deoxy-4,6-O-isopropylidene-5-C-(tosyloxymethyl)-β-D-glucopyranosyl}thymine
There total 9 articles about 1-{3-deoxy-4,6-O-isopropylidene-5-C-(tosyloxymethyl)-β-D-glucopyranosyl}thymine 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
(1S)-10-camphorsulfonic acid;
In
acetone;
at 20 ℃;
for 26h;
Inert atmosphere;
DOI:10.1021/ol2025229
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: pyridine / 18 h / 20 °C / Inert atmosphere
2.1: N,O-bis-(trimethylsilyl)-acetamide / acetonitrile / Reflux
2.2: 0 °C / Reflux
3.1: 20 % Pd(OH)2/C; hydrogen / ethyl acetate / 14 h / 20 °C
4.1: dmap; triethylamine / dichloromethane / 1.5 h / 20 °C / Inert atmosphere
5.1: 2,2'-azobis(isobutyronitrile); tris-(trimethylsilyl)silane / toluene / 4 h / 80 °C / Inert atmosphere
6.1: potassium carbonate / methanol / 0.25 h / 20 °C
7.1: (1S)-10-camphorsulfonic acid / acetone / 26 h / 20 °C / Inert atmosphere
With
pyridine; dmap; N,O-bis-(trimethylsilyl)-acetamide; 2,2'-azobis(isobutyronitrile); tris-(trimethylsilyl)silane; 20 % Pd(OH)2/C; (1S)-10-camphorsulfonic acid; hydrogen; potassium carbonate; triethylamine;
In
methanol; dichloromethane; ethyl acetate; acetone; toluene; acetonitrile;
DOI:10.1021/ol2025229
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: sodium tetrahydroborate / ethanol; dichloromethane / 1 h / -78 - 20 °C / Inert atmosphere
2.1: pyridine / 18 h / 20 °C / Inert atmosphere
3.1: N,O-bis-(trimethylsilyl)-acetamide / acetonitrile / Reflux
3.2: 0 °C / Reflux
4.1: 20 % Pd(OH)2/C; hydrogen / ethyl acetate / 14 h / 20 °C
5.1: dmap; triethylamine / dichloromethane / 1.5 h / 20 °C / Inert atmosphere
6.1: 2,2'-azobis(isobutyronitrile); tris-(trimethylsilyl)silane / toluene / 4 h / 80 °C / Inert atmosphere
7.1: potassium carbonate / methanol / 0.25 h / 20 °C
8.1: (1S)-10-camphorsulfonic acid / acetone / 26 h / 20 °C / Inert atmosphere
With
pyridine; dmap; sodium tetrahydroborate; N,O-bis-(trimethylsilyl)-acetamide; 2,2'-azobis(isobutyronitrile); tris-(trimethylsilyl)silane; 20 % Pd(OH)2/C; (1S)-10-camphorsulfonic acid; hydrogen; potassium carbonate; triethylamine;
In
methanol; ethanol; dichloromethane; ethyl acetate; acetone; toluene; acetonitrile;
DOI:10.1021/ol2025229
