Technology Process of (1S,2S,4R)-2-<(4aS,8aR)-4a-(Benzyloxy)-4a,7,8,8a-tetrahydro-2,2-dimethyl-1,3-benzodioxan-6-yl>-7,7-dimethyl-1-vinyl-2-norbornanol
There total 6 articles about (1S,2S,4R)-2-<(4aS,8aR)-4a-(Benzyloxy)-4a,7,8,8a-tetrahydro-2,2-dimethyl-1,3-benzodioxan-6-yl>-7,7-dimethyl-1-vinyl-2-norbornanol 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: 1.) n-butyllithium / 1.) THF, hexane, 0 deg C, 12 min, 2. ) 0 deg C, 15 min
2: 1.) OsO4, N-methylmorpholine N-oxide monohydrate, 2.) pyridine, DMAP / 1.) tert-butyl alcohol, acetone, H2O, room temp., 24 h, 2.) THF, 0 deg C, 10 min then room temp., 30 min
3: 83 percent / NaH, Bu4N(+)I(-) / dimethylformamide / 20 h / 0 °C
4: 1.O N NaOH / tetrahydrofuran; methanol / 0.17 h / 0 °C
5: pyridinium p-toluenesulfonate / acetone / 8 h
6: 1.) tert-BuLi, CeCl3 / 1.) pentane, THF, -78 deg C, 4 h, 2.) -78 deg C, 4.5 h then to room temp.
With
pyridine; dmap; sodium hydroxide; osmium(VIII) oxide; n-butyllithium; cerium(III) chloride; tert.-butyl lithium; pyridinium p-toluenesulfonate; tetra-(n-butyl)ammonium iodide; sodium hydride; 4-methylmorpholine N-oxide;
In
tetrahydrofuran; methanol; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jo00070a036
- Guidance literature:
-
Multi-step reaction with 5 steps
1: 1.) OsO4, N-methylmorpholine N-oxide monohydrate, 2.) pyridine, DMAP / 1.) tert-butyl alcohol, acetone, H2O, room temp., 24 h, 2.) THF, 0 deg C, 10 min then room temp., 30 min
2: 83 percent / NaH, Bu4N(+)I(-) / dimethylformamide / 20 h / 0 °C
3: 1.O N NaOH / tetrahydrofuran; methanol / 0.17 h / 0 °C
4: pyridinium p-toluenesulfonate / acetone / 8 h
5: 1.) tert-BuLi, CeCl3 / 1.) pentane, THF, -78 deg C, 4 h, 2.) -78 deg C, 4.5 h then to room temp.
With
pyridine; dmap; sodium hydroxide; osmium(VIII) oxide; cerium(III) chloride; tert.-butyl lithium; pyridinium p-toluenesulfonate; tetra-(n-butyl)ammonium iodide; sodium hydride; 4-methylmorpholine N-oxide;
In
tetrahydrofuran; methanol; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jo00070a036
- Guidance literature:
-
Multi-step reaction with 2 steps
1: pyridinium p-toluenesulfonate / acetone / 8 h
2: 1.) tert-BuLi, CeCl3 / 1.) pentane, THF, -78 deg C, 4 h, 2.) -78 deg C, 4.5 h then to room temp.
With
cerium(III) chloride; tert.-butyl lithium; pyridinium p-toluenesulfonate;
In
acetone;
DOI:10.1021/jo00070a036
