Technology Process of 3-{(3R)-3-[(benzyloxy)methyl]hex-5-enyl}-2-bromopyridine
There total 8 articles about 3-{(3R)-3-[(benzyloxy)methyl]hex-5-enyl}-2-bromopyridine 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:
-
2-bromo-3-picoline;
With
1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; 2,2,6,6-tetramethylpiperidinyl-lithium;
In
tetrahydrofuran; hexane;
at -78 - -65 ℃;
for 0.5h;
(2R)-2-[(benzyloxy)methyl]-1-iodopent-4-ene;
In
tetrahydrofuran; hexane;
at -65 - -30 ℃;
DOI:10.1055/s-0028-1087989
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -70 °C
1.2: 0.5 h / -70 °C
2.1: diisopropylamine / titanium tetrachloride / dichloromethane / 1.5 h / 0 - 5 °C
3.1: lithium hydroxide; dihydrogen peroxide / tetrahydrofuran; water / 2 h / 0 - 15 °C
4.1: 1,1'-carbonyldiimidazole / N,N-dimethyl-formamide / 0.5 h / 0 °C
4.2: 0 °C
5.1: triethylamine / tetrahydrofuran / 0.5 h / 0 - 10 °C
6.1: sodium hydrogencarbonate; sodium iodide / acetone / 48 h / 20 °C
7.1: 2,2,6,6-tetramethyl-piperidine; n-butyllithium / tetrahydrofuran; hexane / 0.25 h / -70 - 0 °C
7.2: 0.5 h / -70 °C
With
2,2,6,6-tetramethyl-piperidine; lithium hydroxide; n-butyllithium; dihydrogen peroxide; sodium hydrogencarbonate; triethylamine; diisopropylamine; 1,1'-carbonyldiimidazole; sodium iodide;
titanium tetrachloride;
In
tetrahydrofuran; hexane; dichloromethane; water; N,N-dimethyl-formamide; acetone;
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: diisopropylamine / titanium tetrachloride / dichloromethane / 1.5 h / 0 - 5 °C
2.1: lithium hydroxide; dihydrogen peroxide / tetrahydrofuran; water / 2 h / 0 - 15 °C
3.1: 1,1'-carbonyldiimidazole / N,N-dimethyl-formamide / 0.5 h / 0 °C
3.2: 0 °C
4.1: triethylamine / tetrahydrofuran / 0.5 h / 0 - 10 °C
5.1: sodium hydrogencarbonate; sodium iodide / acetone / 48 h / 20 °C
6.1: 2,2,6,6-tetramethyl-piperidine; n-butyllithium / tetrahydrofuran; hexane / 0.25 h / -70 - 0 °C
6.2: 0.5 h / -70 °C
With
2,2,6,6-tetramethyl-piperidine; lithium hydroxide; n-butyllithium; dihydrogen peroxide; sodium hydrogencarbonate; triethylamine; diisopropylamine; 1,1'-carbonyldiimidazole; sodium iodide;
titanium tetrachloride;
In
tetrahydrofuran; hexane; dichloromethane; water; N,N-dimethyl-formamide; acetone;
