Technology Process of 2-(1-cyclopropyl-3-phenylpropyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
There total 2 articles about 2-(1-cyclopropyl-3-phenylpropyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 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:
-
3-phenylpropyl 2,4,6-triisopropylbenzoate;
With
sec.-butyllithium; (-)-sparteine;
In
diethyl ether; hexane; cyclohexane;
at -78 ℃;
for 4h;
cyclopropylboronic acid pinacol ester;
In
diethyl ether; hexane; cyclohexane;
at -78 ℃;
Reflux;
DOI:10.1021/ja2077813
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: sodium hydride / tetrahydrofuran; mineral oil / 3 h / 0 - 20 °C
1.2: 18 h / 90 °C / Sealed flask
2.1: sec.-butyllithium; (-)-sparteine / diethyl ether; hexane; cyclohexane / 4 h / -78 °C
2.2: -78 °C / Reflux
With
sec.-butyllithium; sodium hydride; (-)-sparteine;
In
tetrahydrofuran; diethyl ether; hexane; cyclohexane; mineral oil;
DOI:10.1021/ja2077813
- Guidance literature:
-
2-(1-cyclopropyl-3-phenylpropyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;
With
n-butyllithium;
In
tetrahydrofuran;
at -78 ℃;
for 1h;
Inert atmosphere;
With
4-tert-Butylcatechol; manganese(III) triacetate dihydrate;
In
1,2-dichloro-ethane;
at 80 ℃;
for 12h;
Overall yield = 76 %;
Inert atmosphere;
DOI:10.1038/nchem.2010
