Technology Process of (1'S,2E,4a'S,8a'S)-(+)-3-(1',2',3',4',4a',5',6',7',8',8a'-decahydro-5',5',8a'-trimethyl-2'-methylene-1'-naphthyl)-2-methyl-1-phenylsulfonyl-2-pentene
There total 11 articles about (1'S,2E,4a'S,8a'S)-(+)-3-(1',2',3',4',4a',5',6',7',8',8a'-decahydro-5',5',8a'-trimethyl-2'-methylene-1'-naphthyl)-2-methyl-1-phenylsulfonyl-2-pentene 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:
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470474-35-2
(1'S,2E,4a'S,8a'S)-(+)-3-(1',2',3',4',4a',5',6',7',8',8a'-decahydro-5',5',8a'-trimethyl-2'-methylene-1'-naphthyl)-2-methyl-1-phenylsulfonyl-2-pentene
- Guidance literature:
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In
N,N-dimethyl-formamide;
at 60 ℃;
for 2h;
DOI:10.1248/cpb.50.930
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470474-35-2
(1'S,2E,4a'S,8a'S)-(+)-3-(1',2',3',4',4a',5',6',7',8',8a'-decahydro-5',5',8a'-trimethyl-2'-methylene-1'-naphthyl)-2-methyl-1-phenylsulfonyl-2-pentene
- Guidance literature:
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Multi-step reaction with 7 steps
1: 3.698 g / CBr4; PPh3 / tetrahydrofuran / 0.25 h / 20 °C
2: 1.035 g / dimethylsulfoxide / 0.5 h / 100 °C
3: 82 percent / diisobutylaluminum hydride / toluene / 0.25 h / -78 °C
4: 99 percent / benzene / 12 h / Heating
5: 99 percent / diisobutylaluminum hydride / toluene / 0.5 h / -78 °C
6: 43 percent / tosyl chloride; DMAP / CH2Cl2 / 7 h / 20 °C
7: 93 percent / dimethylformamide / 2 h / 60 °C
With
dmap; carbon tetrabromide; diisobutylaluminium hydride; p-toluenesulfonyl chloride; triphenylphosphine;
In
tetrahydrofuran; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; benzene;
DOI:10.1248/cpb.50.930
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-
470474-35-2
(1'S,2E,4a'S,8a'S)-(+)-3-(1',2',3',4',4a',5',6',7',8',8a'-decahydro-5',5',8a'-trimethyl-2'-methylene-1'-naphthyl)-2-methyl-1-phenylsulfonyl-2-pentene
- Guidance literature:
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Multi-step reaction with 11 steps
1: 99 percent / 4-dimethylaminopyridine; pyridine / 2 h / 20 °C
2: 49 percent / dimethylsulfoxide / 12 h / 100 °C
3: 89 percent / diisobutylaluminum hydride / toluene / 0.5 h / -78 °C
4: 99 percent / NaBH4 / methanol / 0.5 h / 0 °C
5: 3.698 g / CBr4; PPh3 / tetrahydrofuran / 0.25 h / 20 °C
6: 1.035 g / dimethylsulfoxide / 0.5 h / 100 °C
7: 82 percent / diisobutylaluminum hydride / toluene / 0.25 h / -78 °C
8: 99 percent / benzene / 12 h / Heating
9: 99 percent / diisobutylaluminum hydride / toluene / 0.5 h / -78 °C
10: 43 percent / tosyl chloride; DMAP / CH2Cl2 / 7 h / 20 °C
11: 93 percent / dimethylformamide / 2 h / 60 °C
With
pyridine; dmap; sodium tetrahydroborate; carbon tetrabromide; diisobutylaluminium hydride; p-toluenesulfonyl chloride; triphenylphosphine;
In
tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; benzene;
DOI:10.1248/cpb.50.930