Technology Process of 5-[(2S,3S,3aR,6S,7R,7aR)-7-Azido-6-ethoxy-3-(4-methoxy-benzyloxy)-hexahydro-furo[3,2-b]pyran-2-yl]-2,4-dimethoxy-pyrimidine
There total 9 articles about 5-[(2S,3S,3aR,6S,7R,7aR)-7-Azido-6-ethoxy-3-(4-methoxy-benzyloxy)-hexahydro-furo[3,2-b]pyran-2-yl]-2,4-dimethoxy-pyrimidine 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:
-
Multi-step reaction with 9 steps
1: 90 percent / TBAF / tetrahydrofuran / 1 h / 0 °C
2: 91 percent / sodium hydride / dimethylformamide / 0 °C
3: 94 percent / first generation Grubbs catalyst / CH2Cl2 / 5 h / Heating
4: NBS / tetrahydrofuran; H2O / 1.5 h / 20 °C
5: NaOH / tetrahydrofuran; H2O / 1 h / Heating
6: 500 mg / sodium azide / 2-methoxy-ethanol / 1 h / Heating
7: Dess-Martin periodinane / CH2Cl2 / 4 h / 20 °C
8: NaBH4 / methanol / 1 h
9: KHMDS
With
sodium hydroxide; sodium tetrahydroborate; N-Bromosuccinimide; sodium azide; tetrabutyl ammonium fluoride; potassium hexamethylsilazane; sodium hydride; Dess-Martin periodane;
Grubbs catalyst first generation;
In
tetrahydrofuran; methanol; dichloromethane; 2-methoxy-ethanol; water; N,N-dimethyl-formamide;
3: Grubbs metathesis / 7: Dess-Martin reaction;
DOI:10.1016/j.tet.2005.12.066
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 94 percent / first generation Grubbs catalyst / CH2Cl2 / 5 h / Heating
2: NBS / tetrahydrofuran; H2O / 1.5 h / 20 °C
3: NaOH / tetrahydrofuran; H2O / 1 h / Heating
4: 500 mg / sodium azide / 2-methoxy-ethanol / 1 h / Heating
5: Dess-Martin periodinane / CH2Cl2 / 4 h / 20 °C
6: NaBH4 / methanol / 1 h
7: KHMDS
With
sodium hydroxide; sodium tetrahydroborate; N-Bromosuccinimide; sodium azide; potassium hexamethylsilazane; Dess-Martin periodane;
Grubbs catalyst first generation;
In
tetrahydrofuran; methanol; dichloromethane; 2-methoxy-ethanol; water;
1: Grubbs metathesis / 5: Dess-Martin reaction;
DOI:10.1016/j.tet.2005.12.066
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 91 percent / sodium hydride / dimethylformamide / 0 °C
2: 94 percent / first generation Grubbs catalyst / CH2Cl2 / 5 h / Heating
3: NBS / tetrahydrofuran; H2O / 1.5 h / 20 °C
4: NaOH / tetrahydrofuran; H2O / 1 h / Heating
5: 500 mg / sodium azide / 2-methoxy-ethanol / 1 h / Heating
6: Dess-Martin periodinane / CH2Cl2 / 4 h / 20 °C
7: NaBH4 / methanol / 1 h
8: KHMDS
With
sodium hydroxide; sodium tetrahydroborate; N-Bromosuccinimide; sodium azide; potassium hexamethylsilazane; sodium hydride; Dess-Martin periodane;
Grubbs catalyst first generation;
In
tetrahydrofuran; methanol; dichloromethane; 2-methoxy-ethanol; water; N,N-dimethyl-formamide;
2: Grubbs metathesis / 6: Dess-Martin reaction;
DOI:10.1016/j.tet.2005.12.066
