Technology Process of (3aR,6aR)-6-(tert-butyldiphenylsiloxymethyl)-5-fluoro-2,2,3a-trimethyl-3a,6a-dihydrocyclopenta[1,3]dioxol-4-one
There total 13 articles about (3aR,6aR)-6-(tert-butyldiphenylsiloxymethyl)-5-fluoro-2,2,3a-trimethyl-3a,6a-dihydrocyclopenta[1,3]dioxol-4-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:
-
C26H33FO4Si;
With
lithium hexamethyldisilazane;
In
tetrahydrofuran;
at -78 - 0 ℃;
for 1.08333h;
With
chloro-trimethyl-silane; Phenylselenyl chloride;
In
tetrahydrofuran;
at 0 ℃;
for 0.25h;
With
sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid;
In
dichloromethane;
at 0 ℃;
for 0.5h;
DOI:10.1002/ejoc.201100062
- Guidance literature:
-
Multi-step reaction with 11 steps
1.1: dipyridinium dichromate / dichloromethane / 72 h / 20 °C / Molecular sieve
2.1: tetrahydrofuran / 0.5 h / -78 °C
2.2: 2 h / 20 °C
3.1: bromine / dichloromethane / 2 h / 20 °C
3.2: 0.33 h / 20 °C
3.3: 16 h / -78 - -30 °C
4.1: potassium carbonate / methanol / 12 h / 20 °C
5.1: N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid / 1,2-dichloro-ethane / -30 - 20 °C / Reflux
6.1: sodium methylate / methanol / 0.25 h / -30 - 0 °C
7.1: toluene-4-sulfonic acid; 2,2-dimethoxy-propane / 13 h / 20 °C
8.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 20 h / 760.05 Torr
9.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.25 h / -78 °C
10.1: sodium hydrogencarbonate; Selectfluor / acetonitrile / 1 h / 20 °C
11.1: lithium hexamethyldisilazane / tetrahydrofuran / 1.08 h / -78 - 0 °C
11.2: 0.25 h / 0 °C
11.3: 0.5 h / 0 °C
With
dipyridinium dichromate; palladium 10% on activated carbon; hydrogen; bromine; sodium methylate; sodium hydrogencarbonate; potassium carbonate; toluene-4-sulfonic acid; Selectfluor; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; 2,2-dimethoxy-propane; lithium hexamethyldisilazane;
In
tetrahydrofuran; methanol; dichloromethane; ethyl acetate; 1,2-dichloro-ethane; acetonitrile;
DOI:10.1002/ejoc.201100062
- Guidance literature:
-
Multi-step reaction with 12 steps
1.1: Umicore M2 / dichloromethane / 70 h / 20 °C / Inert atmosphere; Darkness
2.1: dipyridinium dichromate / dichloromethane / 72 h / 20 °C / Molecular sieve
3.1: tetrahydrofuran / 0.5 h / -78 °C
3.2: 2 h / 20 °C
4.1: bromine / dichloromethane / 2 h / 20 °C
4.2: 0.33 h / 20 °C
4.3: 16 h / -78 - -30 °C
5.1: potassium carbonate / methanol / 12 h / 20 °C
6.1: N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid / 1,2-dichloro-ethane / -30 - 20 °C / Reflux
7.1: sodium methylate / methanol / 0.25 h / -30 - 0 °C
8.1: toluene-4-sulfonic acid; 2,2-dimethoxy-propane / 13 h / 20 °C
9.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 20 h / 760.05 Torr
10.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.25 h / -78 °C
11.1: sodium hydrogencarbonate; Selectfluor / acetonitrile / 1 h / 20 °C
12.1: lithium hexamethyldisilazane / tetrahydrofuran / 1.08 h / -78 - 0 °C
12.2: 0.25 h / 0 °C
12.3: 0.5 h / 0 °C
With
dipyridinium dichromate; palladium 10% on activated carbon; hydrogen; bromine; sodium methylate; sodium hydrogencarbonate; potassium carbonate; toluene-4-sulfonic acid; Selectfluor; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; 2,2-dimethoxy-propane; lithium hexamethyldisilazane;
In
tetrahydrofuran; methanol; dichloromethane; ethyl acetate; 1,2-dichloro-ethane; acetonitrile;
DOI:10.1002/ejoc.201100062
