Technology Process of ethyl (3R,4S,5S)-3-(1-ethylpropoxy)-4-hydroxy-5-amino-cyclohex-1-ene-1-carboxylate
There total 5 articles about ethyl (3R,4S,5S)-3-(1-ethylpropoxy)-4-hydroxy-5-amino-cyclohex-1-ene-1-carboxylate 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:
-
ethyl 3,4-O-isopentylidene-5α-amino shikimate;
With
triethylsilane; titanium tetrachloride;
In
dichloromethane;
at -78 - -10 ℃;
for 7h;
Inert atmosphere;
With
ammonium hydroxide; water;
In
dichloromethane;
at -10 ℃;
regioselective reaction;
Inert atmosphere;
DOI:10.1016/j.tet.2012.06.065
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: pyridine; hydroxylamine hydrochloride / ethanol / 2 h / 20 °C / Inert atmosphere
2.1: sodium tetrahydroborate; molybdenum(VI) oxide / methanol / 0.5 h / 20 °C / Inert atmosphere
3.1: triethylsilane; titanium tetrachloride / dichloromethane / 7 h / -78 - -10 °C / Inert atmosphere
3.2: -10 °C / Inert atmosphere
With
pyridine; triethylsilane; sodium tetrahydroborate; hydroxylamine hydrochloride; titanium tetrachloride; molybdenum(VI) oxide;
In
methanol; ethanol; dichloromethane;
DOI:10.1016/j.tet.2012.06.065
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: sodium hydride / tetrahydrofuran / 0.75 h / 0 - 20 °C / Inert atmosphere
1.2: 20 °C / Inert atmosphere
2.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; trichloroisocyanuric acid / dichloromethane / 0.75 h / 20 °C / Inert atmosphere; Cooling
3.1: pyridine; hydroxylamine hydrochloride / ethanol / 2 h / 20 °C / Inert atmosphere
4.1: sodium tetrahydroborate; molybdenum(VI) oxide / methanol / 0.5 h / 20 °C / Inert atmosphere
5.1: triethylsilane; titanium tetrachloride / dichloromethane / 7 h / -78 - -10 °C / Inert atmosphere
5.2: -10 °C / Inert atmosphere
With
pyridine; triethylsilane; sodium tetrahydroborate; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; trichloroisocyanuric acid; hydroxylamine hydrochloride; titanium tetrachloride; sodium hydride; molybdenum(VI) oxide;
In
tetrahydrofuran; methanol; ethanol; dichloromethane;
DOI:10.1016/j.tet.2012.06.065
