Technology Process of ((1S,2R,3S,4R)-3-Hydroxymethyl-7-oxa-bicyclo[2.2.1]hept-2-yl)-acetonitrile
There total 2 articles about ((1S,2R,3S,4R)-3-Hydroxymethyl-7-oxa-bicyclo[2.2.1]hept-2-yl)-acetonitrile 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 6 steps
1: 72.8 percent / sodium borohydride / ethanol / 2 h / 20 °C
2: 95.3 percent / H2 / 5percent palladium-carbon / methanol / 24 h / Ambient temperature
3: dimethylsulfoxide / 4.5 h / 190 °C
4: 62.7 percent / diethyl ether / 3 h / Ambient temperature
5: 97.1 percent / potassium carbonate / methanol / 4 h / 0 °C
6: 14.7 percent / diisobutylaluminium hydride / hexane; toluene / 2 h / -60 °C
With
sodium tetrahydroborate; hydrogen; diisobutylaluminium hydride; potassium carbonate;
palladium on activated charcoal;
In
methanol; diethyl ether; ethanol; hexane; dimethyl sulfoxide; toluene;
DOI:10.1248/cpb.30.796
- Guidance literature:
-
Multi-step reaction with 6 steps
1: sodium borohydride
2: 95.3 percent / H2 / 5percent Pd/C / methanol
3: dimethylsulfoxide / 4.5 h / 190 °C
5: 97.1 percent / potassium carbonate / methanol / 4 h / 0 °C
6: sodium borohydride / methanol / 2 h / Ambient temperature
With
sodium tetrahydroborate; hydrogen; potassium carbonate;
palladium on activated charcoal;
In
methanol; dimethyl sulfoxide;
- Guidance literature:
-
Multi-step reaction with 7 steps
2: 1) 50percent sodium hydride / 1) benzene, 10 min, RT, 2) benzene, 2 h, RT
3: 100 percent / sodium borohydride / methanol / 1 h / 0 °C
4: 100 percent / p-toluenesulfonic acid / CH2Cl2 / 2 h / 0 °C
5: 98 mg / diisobutylaluminium hydride / toluene / 4 h / -60 °C
7: 9 mg / acetic acid; H2O; tetrahydrofuran / 2.5 h / 40 °C
With
sodium tetrahydroborate; sodium hydride; diisobutylaluminium hydride; toluene-4-sulfonic acid;
In
tetrahydrofuran; methanol; dichloromethane; water; acetic acid; toluene;
DOI:10.1248/cpb.30.796