Technology Process of 2-azido-1,3,5,6-tetra-O-benzyl-2-deoxy-4-O-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-D-mannitol
There total 9 articles about 2-azido-1,3,5,6-tetra-O-benzyl-2-deoxy-4-O-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-D-mannitol 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-azido-1,3,5,6-tetra-O-benzyl-2-deoxy-4-O-(2-azido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranosyl)-D-mannitol;
With
sodium hydride;
In
N,N-dimethyl-formamide;
at 0 ℃;
for 0.5h;
benzyl bromide;
With
tetra-(n-butyl)ammonium iodide;
In
N,N-dimethyl-formamide;
at 20 ℃;
for 3h;
DOI:10.1039/b507824e
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: NaBH4 / tetrahydrofuran; ethanol / 3 h / 20 °C
2.1: NaH / dimethylformamide / 0.5 h / 0 °C
2.2: 4.60 g / n-Bu4NI / dimethylformamide / 0 - 20 °C
3.1: 89 percent / triethylsilane; TFA / CH2Cl2 / 4 h / 20 °C
4.1: 61 percent / 4 Angstroem molecular sieves; trimethylsilyl trifluoromethanesulfonate / toluene / 1 h / -25 °C
5.1: 33 percent / hydrazine monohydrate; AcOH; pyridine / 1 h / 20 °C
6.1: sodium hydride / dimethylformamide / 0.5 h / 0 °C
6.2: 71 percent / n-Bu4NI / dimethylformamide / 3 h / 20 °C
With
pyridine; triethylsilane; sodium tetrahydroborate; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; sodium hydride; hydrazine hydrate; acetic acid; trifluoroacetic acid;
In
tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1039/b507824e
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: NaH / dimethylformamide / 0.5 h / 0 °C
1.2: 4.60 g / n-Bu4NI / dimethylformamide / 0 - 20 °C
2.1: 89 percent / triethylsilane; TFA / CH2Cl2 / 4 h / 20 °C
3.1: 61 percent / 4 Angstroem molecular sieves; trimethylsilyl trifluoromethanesulfonate / toluene / 1 h / -25 °C
4.1: 33 percent / hydrazine monohydrate; AcOH; pyridine / 1 h / 20 °C
5.1: sodium hydride / dimethylformamide / 0.5 h / 0 °C
5.2: 71 percent / n-Bu4NI / dimethylformamide / 3 h / 20 °C
With
pyridine; triethylsilane; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; sodium hydride; hydrazine hydrate; acetic acid; trifluoroacetic acid;
In
dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1039/b507824e
