Technology Process of tert-butyl {(3S,5S)-5-(2,3-difluorophenyl)-2-oxo-1-[(2S)-3,3,3-trifluoro-2-hydroxypropyl]piperidin-3-yl}carbamate
There total 4 articles about tert-butyl {(3S,5S)-5-(2,3-difluorophenyl)-2-oxo-1-[(2S)-3,3,3-trifluoro-2-hydroxypropyl]piperidin-3-yl}carbamate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
tert-butyl [(3S,5S)-5-(2,3-difluorophenyl)-2-oxopiperidin-3-yl]carbamate;
With
lithium hexamethyldisilazane;
In
tetrahydrofuran; 1-methyl-pyrrolidin-2-one;
at -30 ℃;
for 0.5h;
(S)-2-trifluoromethyl-oxirane;
In
tetrahydrofuran; 1-methyl-pyrrolidin-2-one;
at -30 ℃;
for 2h;
With
water;
In
tetrahydrofuran; 1-methyl-pyrrolidin-2-one;
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.33 h / 0 °C
1.2: 0.83 h / 0 °C
2.1: hydrogen / 10 wt% Pd(OH)2 on carbon / methanol / 1.5 h / 2585.81 Torr
2.2: Chiral Pak.(R). AD.(R). column / Resolution of racemate
3.1: lithium hexamethyldisilazane / 1-methyl-pyrrolidin-2-one; tetrahydrofuran / 0.5 h / -30 °C
3.2: 2 h / -30 °C
With
hydrogen; sodium hydride; lithium hexamethyldisilazane;
10 wt% Pd(OH)2 on carbon;
In
tetrahydrofuran; 1-methyl-pyrrolidin-2-one; methanol; N,N-dimethyl-formamide; mineral oil;
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.33 h / 0 °C
1.2: 0.83 h / 0 °C
2.1: hydrogen / 10 wt% Pd(OH)2 on carbon / methanol / 1.5 h / 2585.81 Torr
2.2: Chiral Pak.(R). AD.(R). column / Resolution of racemate
3.1: lithium hexamethyldisilazane / 1-methyl-pyrrolidin-2-one; tetrahydrofuran / 0.5 h / -30 °C
3.2: 2 h / -30 °C
With
hydrogen; sodium hydride; lithium hexamethyldisilazane;
10 wt% Pd(OH)2 on carbon;
In
tetrahydrofuran; 1-methyl-pyrrolidin-2-one; methanol; N,N-dimethyl-formamide; mineral oil;