Technology Process of 4-methoxyphenyl 2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-glucopyranoside
There total 9 articles about 4-methoxyphenyl 2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-glucopyranoside 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:
-
C27H29N3O6;
With
sodium hydride;
In
N,N-dimethyl-formamide; mineral oil;
at 0 ℃;
benzyl bromide;
In
N,N-dimethyl-formamide; mineral oil;
at 20 ℃;
for 2h;
- Guidance literature:
-
4-methoxyphenyl 3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-glucopyranoside;
With
15-crown-5; sodium hydroxide;
In
tetrahydrofuran;
at 20 ℃;
for 1h;
Inert atmosphere;
benzyl bromide;
In
tetrahydrofuran;
for 2h;
regioselective reaction;
Inert atmosphere;
DOI:10.1002/adsc.201400269
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: sodium hydrogencarbonate / water / 0.5 h / 20 °C
1.2: 4.5 h / 20 °C
2.1: pyridine / 0 - 20 °C
3.1: boron trifluoride diethyl etherate / dichloromethane / 0 - 20 °C
4.1: zinc; acetic acid / dichloromethane; methanol / 1 h / 0 - 20 °C / Inert atmosphere
5.1: sodium methylate / dichloromethane; methanol / 2 h / 20 °C
5.2: pH ~ 7
6.1: potassium carbonate; triflic azide / zinc(II) chloride / dichloromethane; water; methanol / 20 °C
7.1: camphorsulfonic acid / toluene / 2 h / 20 °C
8.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 2 h / 0 - 20 °C
9.1: trifluorormethanesulfonic acid; triethylsilane / dichloromethane / 1 h / -78 °C
10.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0 °C
10.2: 2 h / 20 °C
With
pyridine; triethylsilane; trifluorormethanesulfonic acid; triflic azide; boron trifluoride diethyl etherate; sodium methylate; sodium hydride; sodium hydrogencarbonate; potassium carbonate; acetic acid; zinc;
zinc(II) chloride;
In
methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; mineral oil;
