Technology Process of (2S,3S)-3-amino-4-(3,5-difluorophenyl)butane-1,2-diol
There total 12 articles about (2S,3S)-3-amino-4-(3,5-difluorophenyl)butane-1,2-diol 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:
-
tert-butyl (1S)-2-(3,5-difluorophenyl)-1-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]ethylcarbamate;
In
methanol;
at 55 ℃;
for 3h;
Polystyrene having sulfonate group
With
ammonia;
In
methanol;
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: triethylamine / diethyl ether / -78 - 0 °C / Inert atmosphere
2.1: n-butyllithium / tetrahydrofuran; hexane / 0.67 h / -78 °C / Inert atmosphere
2.2: -78 - 0 °C / Inert atmosphere
3.1: di-n-butylboryl trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine / dichloromethane / 0 - 23 °C / Inert atmosphere
3.2: 2.5 h / -78 - 23 °C / Inert atmosphere
4.1: water; dihydrogen peroxide; lithium hydroxide monohydrate / tetrahydrofuran / 0 - 23 °C / Inert atmosphere
4.2: 16 h / 90 °C / Inert atmosphere
5.1: hydrogen; palladium hydroxide 10 wt. % on activated carbon / ethyl acetate / 24 h / 23 °C
6.1: water; potassium hydroxide / ethanol / 4 h / 70 °C / Inert atmosphere
With
n-butyllithium; lithium hydroxide monohydrate; di-n-butylboryl trifluoromethanesulfonate; palladium hydroxide 10 wt. % on activated carbon; water; hydrogen; dihydrogen peroxide; triethylamine; N-ethyl-N,N-diisopropylamine; potassium hydroxide;
In
tetrahydrofuran; diethyl ether; ethanol; hexane; dichloromethane; ethyl acetate;
3.1: |Evans Aldol Reaction / 3.2: |Evans Aldol Reaction / 4.2: |Curtius Rearrangement;
DOI:10.1016/j.tetlet.2017.09.025
