Technology Process of 8-(4-chlorobenzylthio)-1,4-dioxaspiro[4.5]decane
There total 1 articles about 8-(4-chlorobenzylthio)-1,4-dioxaspiro[4.5]decane 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:
-
(4-chlorophenyl)methanethiol;
With
sodium hydride;
In
N,N-dimethyl-formamide;
at 0 ℃;
for 0.0833333h;
8-methylsulfonyloxy-1,4-dioxaspiro[4.5]decane;
In
N,N-dimethyl-formamide;
at 50 ℃;
for 1h;
DOI:10.1248/cpb.48.694
- Guidance literature:
-
With
hydrogenchloride;
In
acetone;
at 50 ℃;
for 2h;
DOI:10.1248/cpb.48.694
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 100 percent / 2 M aq. HCl / acetone / 2 h / 50 °C
2.1: NaCH2SOMe / dimethylsulfoxide / 20 °C
2.2: 78 percent / dimethylsulfoxide / 20 °C
3.1: 5 M aq. HCl / acetone / 2 h / 55 °C
3.2: 24 percent / NaOMe / methanol / 2 h / 20 °C
4.1: NaCH2SOMe / dimethylsulfoxide / 2.5 h / 55 °C
4.2: 31 percent / dimethylsulfoxide / 0.25 h / 20 °C
5.1: 77 percent / mCPBA / CH2Cl2 / 0.08 h / 0 °C
6.1: (CF3CO)2O; 2,6-lutidine / tetrahydrofuran; acetonitrile / 0.05 h / 20 °C
6.2: aq. NaHCO3
7.1: Et3N / CH2Cl2 / 1 h / 20 °C
With
2,6-dimethylpyridine; hydrogenchloride; dimsylsodium; triethylamine; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic anhydride;
In
tetrahydrofuran; dichloromethane; dimethyl sulfoxide; acetone; acetonitrile;
1.1: Hydrolysis / 2.1: Metallation / 2.2: Condensation / 3.1: acidolysis / 3.2: epimerization / 4.1: Metallation / 4.2: Condensation / 5.1: Oxidation / 6.1: Rearrangement / 6.2: Hydrolysis / 7.1: Acetylation;
DOI:10.1248/cpb.48.694
