Technology Process of (3aR)-3aβ,4,5,5a,6,7,8,9,9a,9bα-Decahydro-4β,9aβ-dihydroxy-5aα-methyl-3,9-bis(methylene)naphtho[1,2-b]furan-2(3H)-one
There total 10 articles about (3aR)-3aβ,4,5,5a,6,7,8,9,9a,9bα-Decahydro-4β,9aβ-dihydroxy-5aα-methyl-3,9-bis(methylene)naphtho[1,2-b]furan-2(3H)-one 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 8 steps
1: 90 percent / BF3*OEt2 / acetic acid / 5 h / Ambient temperature
2: 83 percent / W-2 Raney nickel / methanol / 3 h / Ambient temperature
3: 90 percent / imidazole / dimethylformamide / 6 h / 40 °C
4: 82 percent / nBuLi, diisopropylamine / hexane; tetrahydrofuran; hexamethylphosphoric acid triamide / 1 h, -78 degC then 45 min, -78 degC then 45 min at -40 degC
5: 82 percent / 30percent H2O2, AcOH / tetrahydrofuran / 15 min, 0 degC then 90 min at room temperature
6: 53 percent / O2 / Methylene Blue / ethanol / 18 h / 20 °C / Irradiation
7: 85 percent / triphenylphosphine / acetone / 0.5 h / Ambient temperature
8: 80 percent / nBu4NF*3H2O / tetrahydrofuran / 1 h / Ambient temperature
With
1H-imidazole; n-butyllithium; W-2 Raney nickel; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; dihydrogen peroxide; oxygen; acetic acid; diisopropylamine; triphenylphosphine;
methylene blue;
In
tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; ethanol; hexane; acetic acid; N,N-dimethyl-formamide; acetone;
DOI:10.1016/S0040-4020(01)87333-6
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 97 percent / H2 / Wilkinson catalyst / benzene; ethanol / 12 h / Ambient temperature
2: 90 percent / BF3*OEt2 / acetic acid / 5 h / Ambient temperature
3: 83 percent / W-2 Raney nickel / methanol / 3 h / Ambient temperature
4: 90 percent / imidazole / dimethylformamide / 6 h / 40 °C
5: 82 percent / nBuLi, diisopropylamine / hexane; tetrahydrofuran; hexamethylphosphoric acid triamide / 1 h, -78 degC then 45 min, -78 degC then 45 min at -40 degC
6: 82 percent / 30percent H2O2, AcOH / tetrahydrofuran / 15 min, 0 degC then 90 min at room temperature
7: 53 percent / O2 / Methylene Blue / ethanol / 18 h / 20 °C / Irradiation
8: 85 percent / triphenylphosphine / acetone / 0.5 h / Ambient temperature
9: 80 percent / nBu4NF*3H2O / tetrahydrofuran / 1 h / Ambient temperature
With
1H-imidazole; n-butyllithium; W-2 Raney nickel; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; hydrogen; dihydrogen peroxide; oxygen; acetic acid; diisopropylamine; triphenylphosphine;
Wilkinson's catalyst; methylene blue;
In
tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; ethanol; hexane; acetic acid; N,N-dimethyl-formamide; acetone; benzene;
DOI:10.1016/S0040-4020(01)87333-6
