tert-butyl (3S,4R)-3-{[[2-chloro-5-(2-methoxyethyl)benzyl](cyclopropyl)amino]carbonyl}-4-(3,4-difluorophenyl)-4-hydroxypiperidine-1-carboxylate

Base Information

Chemical Name:tert-butyl (3S,4R)-3-{[[2-chloro-5-(2-methoxyethyl)benzyl](cyclopropyl)amino]carbonyl}-4-(3,4-difluorophenyl)-4-hydroxypiperidine-1-carboxylate
CAS No.:1160186-34-4
Molecular Formula:C₃₀H₃₇ClF₂N₂O₅
Molecular Weight:579.084
Hs Code.:

Synonyms:tert-butyl (3S,4R)-3-{[[2-chloro-5-(2-methoxyethyl)benzyl](cyclopropyl)amino]carbonyl}-4-(3,4-difluorophenyl)-4-hydroxypiperidine-1-carboxylate

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Chemical Property of tert-butyl (3S,4R)-3-{[[2-chloro-5-(2-methoxyethyl)benzyl](cyclopropyl)amino]carbonyl}-4-(3,4-difluorophenyl)-4-hydroxypiperidine-1-carboxylate

Chemical Property:

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Technology Process of tert-butyl (3S,4R)-3-{[[2-chloro-5-(2-methoxyethyl)benzyl](cyclopropyl)amino]carbonyl}-4-(3,4-difluorophenyl)-4-hydroxypiperidine-1-carboxylate

There total 7 articles about tert-butyl (3S,4R)-3-{[[2-chloro-5-(2-methoxyethyl)benzyl](cyclopropyl)amino]carbonyl}-4-(3,4-difluorophenyl)-4-hydroxypiperidine-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:

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: (3S,4R)-N-[2-chloro-5-(2-methoxyethyl)benzyl]-N-cyclopropyl-4-(3,4-difluorophenyl)-4-hydroxypiperidine-3-carboxamide

: 1160186-34-4
tert-butyl (3S,4R)-3-{[[2-chloro-5-(2-methoxyethyl)benzyl](cyclopropyl)amino]carbonyl}-4-(3,4-difluorophenyl)-4-hydroxypiperidine-1-carboxylate

Guidance literature:: In tetrahydrofuran; at 20 ℃; for 1h;

Reference yield:

: 1247088-58-9
C₁₉H₁₈F₂N₂O

: 1160186-34-4
tert-butyl (3S,4R)-3-{[[2-chloro-5-(2-methoxyethyl)benzyl](cyclopropyl)amino]carbonyl}-4-(3,4-difluorophenyl)-4-hydroxypiperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: potassium tert-butylate / tetrahydrofuran / 30 °C

2: dihydrogen peroxide; lithium hydroxide / water; dimethyl sulfoxide / 45 °C

3: ethanol; potassium hydroxide / 10 h / 80 °C

4: 20 % Pd(OH)2/C; hydrogen; triethylamine / ethanol / 2 h / 22 °C / 10343.2 Torr

5: HATU

With ethanol; 20 % Pd(OH)2/C; potassium tert-butylate; hydrogen; dihydrogen peroxide; triethylamine; HATU; potassium hydroxide; lithium hydroxide; In tetrahydrofuran; ethanol; water; dimethyl sulfoxide;
DOI:10.1016/j.bmcl.2011.05.014

Reference yield:

: 1215969-79-1
3-chloro-1-(3',4'-difluorophenyl)-propan-1-one

: 1160186-34-4
tert-butyl (3S,4R)-3-{[[2-chloro-5-(2-methoxyethyl)benzyl](cyclopropyl)amino]carbonyl}-4-(3,4-difluorophenyl)-4-hydroxypiperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1: triethylamine / tetrahydrofuran / 0.5 h / 22 °C

2: potassium tert-butylate / tetrahydrofuran / 30 °C

3: dihydrogen peroxide; lithium hydroxide / water; dimethyl sulfoxide / 45 °C

4: ethanol; potassium hydroxide / 10 h / 80 °C

5: 20 % Pd(OH)2/C; hydrogen; triethylamine / ethanol / 2 h / 22 °C / 10343.2 Torr

6: HATU

With ethanol; 20 % Pd(OH)2/C; potassium tert-butylate; hydrogen; dihydrogen peroxide; triethylamine; HATU; potassium hydroxide; lithium hydroxide; In tetrahydrofuran; ethanol; water; dimethyl sulfoxide;
DOI:10.1016/j.bmcl.2011.05.014