Technology Process of 1-((3aS,3bR,4R,6aR,7aS)-4-Benzyloxy-7a-methyl-3a,3b,4,5,6,6a,7,7a-octahydro-1H-cyclopenta[a]pentalen-3-yl)-ethanone
There total 6 articles about 1-((3aS,3bR,4R,6aR,7aS)-4-Benzyloxy-7a-methyl-3a,3b,4,5,6,6a,7,7a-octahydro-1H-cyclopenta[a]pentalen-3-yl)-ethanone 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:
-
-
104106-75-4
1-((3aS,3bR,4R,6aR,7aS)-4-Benzyloxy-7a-methyl-3a,3b,4,5,6,6a,7,7a-octahydro-1H-cyclopenta[a]pentalen-3-yl)-ethanone
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 60 percent / SnCl4 / -78 °C
2: 100 percent / sodium bis(2-methoxyethoxy)aluminium hydride / tetrahydrofuran / Ambient temperature
3: 4-(N,N-dimethylamino)pyridine / acetonitrile / Ambient temperature
4: tri-n-butyltin hydride, azobisisobutyronitrile / toluene / Heating
5: 1.) MsCl, Et3N 2.) zinc dust, lithium iodide / 2.) heating, dimethylformamide, 145degC
6: 1.) O3 2.) dimethyl sulfide / 1.) dichloromethane, -78 degC
With
dmap; dimethylsulfide; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; tin(IV) chloride; ozone; methanesulfonyl chloride; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; lithium iodide; zinc;
In
tetrahydrofuran; toluene; acetonitrile;
DOI:10.1016/S0040-4039(00)94967-0
-
-
104120-87-8
(3S,3aR,3bR,7aS,8aR)-3-Benzyloxy-5-methyl-8-oxo-2,3,3a,3b,4,7,8,8a-octahydro-1H-cyclopenta[a]indene-7a-carboxylic acid ethyl ester
-
-
104106-75-4
1-((3aS,3bR,4R,6aR,7aS)-4-Benzyloxy-7a-methyl-3a,3b,4,5,6,6a,7,7a-octahydro-1H-cyclopenta[a]pentalen-3-yl)-ethanone
- Guidance literature:
-
Multi-step reaction with 5 steps
1: 100 percent / sodium bis(2-methoxyethoxy)aluminium hydride / tetrahydrofuran / Ambient temperature
2: 4-(N,N-dimethylamino)pyridine / acetonitrile / Ambient temperature
3: tri-n-butyltin hydride, azobisisobutyronitrile / toluene / Heating
4: 1.) MsCl, Et3N 2.) zinc dust, lithium iodide / 2.) heating, dimethylformamide, 145degC
5: 1.) O3 2.) dimethyl sulfide / 1.) dichloromethane, -78 degC
With
dmap; dimethylsulfide; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; ozone; methanesulfonyl chloride; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; lithium iodide; zinc;
In
tetrahydrofuran; toluene; acetonitrile;
DOI:10.1016/S0040-4039(00)94967-0
-
-
Thiocarbonic acid O-((3R,3aS,3bS,7aS,8R,8aS)-3-benzyloxy-7a-hydroxymethyl-5-methyl-1,2,3,3a,3b,4,7,7a,8,8a-decahydro-cyclopenta[a]inden-8-yl) ester O-phenyl ester
-
-
104106-75-4
1-((3aS,3bR,4R,6aR,7aS)-4-Benzyloxy-7a-methyl-3a,3b,4,5,6,6a,7,7a-octahydro-1H-cyclopenta[a]pentalen-3-yl)-ethanone
- Guidance literature:
-
Multi-step reaction with 3 steps
1: tri-n-butyltin hydride, azobisisobutyronitrile / toluene / Heating
2: 1.) MsCl, Et3N 2.) zinc dust, lithium iodide / 2.) heating, dimethylformamide, 145degC
3: 1.) O3 2.) dimethyl sulfide / 1.) dichloromethane, -78 degC
With
dimethylsulfide; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; ozone; methanesulfonyl chloride; triethylamine; lithium iodide; zinc;
In
toluene;
DOI:10.1016/S0040-4039(00)94967-0