Technology Process of [(4S,7aR)-1-[(1S,2R)-2-hydroxy-5-(methoxymethoxy)-1,5-dimethyl-hex-3-ynyl]-7a-methyl-1,2,3,3a,4,5,6,7-octahydroinden-4-yl] benzoate
There total 11 articles about [(4S,7aR)-1-[(1S,2R)-2-hydroxy-5-(methoxymethoxy)-1,5-dimethyl-hex-3-ynyl]-7a-methyl-1,2,3,3a,4,5,6,7-octahydroinden-4-yl] benzoate 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 5 steps
1: 1.) O3, 2.) NaBH4 / 1.) methanol, pyridine, -78 deg C, 2.5 h, 2.) from -78 deg C to RT, overnight
2: 93 percent / pyridine / 14 h
3: 95 percent / (4-dimethylamino)pyridine (DMAP) / 14 h
4: 80 percent / s-collidine / dimethylsulfoxide / 0.67 h / Heating
5: 1.) n-BuLi / 1.) hexane, THF, from -80 deg C to 0 deg C, 15 min, 2.) THF, -80 deg C, 30 min
With
pyridine; 2,4,6-trimethyl-pyridine; dmap; sodium tetrahydroborate; n-butyllithium; ozone;
In
dimethyl sulfoxide;
DOI:10.1021/jo00358a018
- Guidance literature:
-
Multi-step reaction with 2 steps
1: 94 percent / pyridinium dichromate / CH2Cl2 / 24 h / Ambient temperature
2: l-(-)-N-methylephedrine, LiAlH4, 3,5-dimethylphenol / diethyl ether; tetrahydrofuran / 2.5 h / Ambient temperature
With
lithium aluminium tetrahydride; dipyridinium dichromate; (-)-N-methylephedrine; 3,5-Dimethylphenol;
In
tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1021/jo00358a018
- Guidance literature:
-
With
lithium aluminium tetrahydride; (-)-N-methylephedrine; 3,5-Dimethylphenol;
In
tetrahydrofuran; diethyl ether;
for 2.5h;
Yield given. Yields of byproduct given. Title compound not separated from byproducts;
Ambient temperature;
DOI:10.1021/jo00358a018
