Technology Process of tert-butyl (2R,3R,αR)-3--2-hydroxy-3-phenylpropionate
There total 6 articles about tert-butyl (2R,3R,αR)-3--2-hydroxy-3-phenylpropionate 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:
-
(R)-N-benzyl-1-phenylethylamine;
With
n-butyllithium;
In
tetrahydrofuran; hexane;
at -78 ℃;
for 0.5h;
tert-butyl cinnamate;
In
tetrahydrofuran; hexane;
at -78 ℃;
for 2h;
With
(1R)-(?)-(10-camphorsulfonyl)oxaziridine;
In
tetrahydrofuran; hexane;
at -78 - 20 ℃;
for 14h;
diastereoselective reaction;
DOI:10.1016/j.tet.2014.06.057
- Guidance literature:
-
With
methanol; sodium tetrahydroborate;
at -20 ℃;
for 2h;
diastereoselective reaction;
Inert atmosphere;
DOI:10.1016/j.tet.2013.08.007
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: methylmagnesium bromide / 0.25 h / 20 °C
1.2: 2.5 h / 67 °C
2.1: n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere
2.2: 2 h / -78 °C
2.3: 16 h / -78 - 20 °C
3.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.5 h / -78 °C
3.2: 0.5 h / -78 - 20 °C
4.1: diisobutylaluminium hydride / tetrahydrofuran / 2 h / -20 °C
5.1: Methanesulfonic anhydride; triethylamine / dichloromethane / 1 h / 20 °C
5.2: 24 h / 40 °C
With
n-butyllithium; oxalyl dichloride; methylmagnesium bromide; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; Methanesulfonic anhydride;
In
tetrahydrofuran; dichloromethane;
3.1: |Swern Oxidation / 3.2: |Swern Oxidation;
DOI:10.1016/j.tet.2018.04.071
