Technology Process of methyl 3,3-bis((benzyloxy)methyl)-5-oxo-2-(prop-2-yn-1-yl)cyclopentanecarboxylate
There total 7 articles about methyl 3,3-bis((benzyloxy)methyl)-5-oxo-2-(prop-2-yn-1-yl)cyclopentanecarboxylate 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
titanium tetrachloride;
In
dichloromethane;
at -78 - -40 ℃;
for 4h;
Inert atmosphere;
DOI:10.1021/ol400755x
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere
1.2: 18 h / 0 - 20 °C / Inert atmosphere
2.1: tetrabutylammomium bromide; potassium permanganate / tetrahydrofuran; water / 20 °C
3.1: potassium carbonate / N,N-dimethyl-formamide / 16 h / 20 °C
4.1: potassium tert-butylate / tetrahydrofuran / 4.5 h / -40 °C / Inert atmosphere
5.1: potassium carbonate; 2,3-dicyano-5,6-dichloro-p-benzoquinone / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere
6.1: titanium tetrachloride / dichloromethane / 4 h / -78 - -40 °C / Inert atmosphere
With
potassium permanganate; potassium tert-butylate; tetrabutylammomium bromide; titanium tetrachloride; sodium hydride; potassium carbonate; 2,3-dicyano-5,6-dichloro-p-benzoquinone;
In
tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;
4.1: |Dieckmann Condensation;
DOI:10.1021/ol400755x
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere
1.2: 18 h / 0 - 20 °C / Inert atmosphere
2.1: tetrabutylammomium bromide; potassium permanganate / tetrahydrofuran; water / 20 °C
3.1: potassium carbonate / N,N-dimethyl-formamide / 16 h / 20 °C
4.1: potassium tert-butylate / tetrahydrofuran / 4.5 h / -40 °C / Inert atmosphere
5.1: potassium carbonate; 2,3-dicyano-5,6-dichloro-p-benzoquinone / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere
6.1: titanium tetrachloride / dichloromethane / 4 h / -78 - -40 °C / Inert atmosphere
With
potassium permanganate; potassium tert-butylate; tetrabutylammomium bromide; titanium tetrachloride; sodium hydride; potassium carbonate; 2,3-dicyano-5,6-dichloro-p-benzoquinone;
In
tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;
4.1: |Dieckmann Condensation;
DOI:10.1021/ol400755x
