Technology Process of 10,11-dihydroxy-2-acetoxy-3-((4'-methoxyphenyl)thio)-12-oxo-1,4,4a(R*),5,12,12a(S*)-hexahydronaphthacene
There total 11 articles about 10,11-dihydroxy-2-acetoxy-3-((4'-methoxyphenyl)thio)-12-oxo-1,4,4a(R*),5,12,12a(S*)-hexahydronaphthacene 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:
-
With
trifluoroacetic acid;
In
acetic acid;
at 95 ℃;
for 40h;
Yield given;
DOI:10.1021/jo00167a020
- Guidance literature:
-
Multi-step reaction with 10 steps
1: NaBH4 / toluene; methanol / 0.12 h / 5 °C
2: 84 percent / 1-hydroxybenzotriazole, Et3N / acetonitrile / 0.5 h / 65 °C / var. silyl transfer agents, without Et3N, var. solv., var. temp., var. time
3: 59 percent / LiBH4 / tetrahydrofuran / 48 h / 0 °C
4: 86 percent / imidazole / dimethylformamide / 6 h / 50 °C
5: 91 percent / diisobutylaluminum hydride / toluene; hexane / 0.5 h / -62 °C
6: 82 percent / Ac2O / toluene / 20 h / 25 °C
7: 83 percent / 1 M BCl3 / CH2Cl2 / 1.) 1 h, -15 deg C, 2.) 2 h, 0 deg C
8: 88 percent / pyridinium poly(hydrogen fluoride) / tetrahydrofuran; pyridine / 1.5 h / 25 °C
9: 76 percent / MnO2 / acetone / 0.75 h / 25 °C
10: CF3COOH / acetic acid / 40 h / 95 °C
With
1H-imidazole; manganese(IV) oxide; sodium tetrahydroborate; lithium borohydride; acetic anhydride; boron trichloride; diisobutylaluminium hydride; benzotriazol-1-ol; pyridine hydrogenfluoride; triethylamine; trifluoroacetic acid;
In
tetrahydrofuran; pyridine; methanol; hexane; dichloromethane; acetic acid; N,N-dimethyl-formamide; acetone; toluene; acetonitrile;
DOI:10.1021/jo00167a020
- Guidance literature:
-
Multi-step reaction with 4 steps
1: 83 percent / 1 M BCl3 / CH2Cl2 / 1.) 1 h, -15 deg C, 2.) 2 h, 0 deg C
2: 88 percent / pyridinium poly(hydrogen fluoride) / tetrahydrofuran; pyridine / 1.5 h / 25 °C
3: 76 percent / MnO2 / acetone / 0.75 h / 25 °C
4: CF3COOH / acetic acid / 40 h / 95 °C
With
manganese(IV) oxide; boron trichloride; pyridine hydrogenfluoride; trifluoroacetic acid;
In
tetrahydrofuran; pyridine; dichloromethane; acetic acid; acetone;
DOI:10.1021/jo00167a020
