Technology Process of (1R,4aS,5R,8aS)-2-methylene-1-phenylsulfanylmethyl-4a,5,8a-trimethylperhydronaphthalene
There total 7 articles about (1R,4aS,5R,8aS)-2-methylene-1-phenylsulfanylmethyl-4a,5,8a-trimethylperhydronaphthalene 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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613661-47-5
(1S,4aS,5R,8aS)-1-phenylsulfanylmethyl-4a,5,8a-trimethyl-3,4,4a,5,6,7,8,8a-octahydro-1H-naphthalen-2-one
- Guidance literature:
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Methyltriphenylphosphonium bromide;
With
n-butyllithium;
In
tetrahydrofuran; hexane;
at 0 ℃;
for 1h;
(1S,4aS,5R,8aS)-1-phenylsulfanylmethyl-4a,5,8a-trimethyl-3,4,4a,5,6,7,8,8a-octahydro-1H-naphthalen-2-one;
In
tetrahydrofuran; hexane;
for 24h;
Heating;
DOI:10.1021/jo034838r
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: n-BuLi / tetrahydrofuran; hexane / 0.08 h / -78 °C
1.2: 60 percent / tetrahydrofuran; hexane / 6 h / -20 °C
2.1: LiBr; Ni(acac)2 / diethyl ether; toluene / 0.08 h / 0 °C
2.2: diethyl ether; toluene / 24 h / 20 °C
2.3: 72 percent / diethyl ether; toluene / 1.5 h / -20 - 20 °C
3.1: i-Pr2EtN / CH2Cl2 / 4 h / 20 °C
4.1: 120 mg / DBU / tetrahydrofuran / 15 h / Heating
5.1: 67 percent / triethylamine / tetrahydrofuran / 24 h / 20 °C
6.1: n-BuLi / tetrahydrofuran; hexane / 1 h / 0 °C
6.2: 75 percent / tetrahydrofuran; hexane / 24 h / Heating
With
bis(acetylacetonate)nickel(II); n-butyllithium; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; N-ethyl-N,N-diisopropylamine; lithium bromide;
In
tetrahydrofuran; diethyl ether; hexane; dichloromethane; toluene;
6.2: Wittig olefination;
DOI:10.1021/jo034838r
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: LiBr; Ni(acac)2 / diethyl ether; toluene / 0.08 h / 0 °C
1.2: diethyl ether; toluene / 24 h / 20 °C
1.3: 72 percent / diethyl ether; toluene / 1.5 h / -20 - 20 °C
2.1: i-Pr2EtN / CH2Cl2 / 4 h / 20 °C
3.1: 120 mg / DBU / tetrahydrofuran / 15 h / Heating
4.1: 67 percent / triethylamine / tetrahydrofuran / 24 h / 20 °C
5.1: n-BuLi / tetrahydrofuran; hexane / 1 h / 0 °C
5.2: 75 percent / tetrahydrofuran; hexane / 24 h / Heating
With
bis(acetylacetonate)nickel(II); n-butyllithium; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; N-ethyl-N,N-diisopropylamine; lithium bromide;
In
tetrahydrofuran; diethyl ether; hexane; dichloromethane; toluene;
5.2: Wittig olefination;
DOI:10.1021/jo034838r
