tert-butyl (3R,4R)-1-(6-chloropyrimidin-4-yl)-4-(2,4,5-trifluorophenyl)piperidin-3-ylcarbamate

Base Information

• Chemical Name: tert-butyl (3R,4R)-1-(6-chloropyrimidin-4-yl)-4-(2,4,5-trifluorophenyl)piperidin-3-ylcarbamate
• CAS No.: 936482-39-2
• Molecular Formula: C₂₀H₂₂ClF₃N₄O₂
• Molecular Weight: 442.868
• Mol file: 936482-39-2.mol

Synonyms:tert-butyl (3R,4R)-1-(6-chloropyrimidin-4-yl)-4-(2,4,5-trifluorophenyl)piperidin-3-ylcarbamate

Chemical Property of tert-butyl (3R,4R)-1-(6-chloropyrimidin-4-yl)-4-(2,4,5-trifluorophenyl)piperidin-3-ylcarbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl (3R,4R)-1-(6-chloropyrimidin-4-yl)-4-(2,4,5-trifluorophenyl)piperidin-3-ylcarbamate

There total 5 articles about tert-butyl (3R,4R)-1-(6-chloropyrimidin-4-yl)-4-(2,4,5-trifluorophenyl)piperidin-3-ylcarbamate 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: 86.0%

tert-butyl(3R,4R)-4-(2,4,5-trifluorophenyl)piperidin-3-ylcarbamate (882856-58-8) + 4,6-dichloropyrimidine (1193-21-1) → tert-butyl (3R,4R)-1-(6-chloropyrimidin-4-yl)-4-(2,4,5-trifluorophenyl)piperidin-3-ylcarbamate (936482-39-2)

Guidance literature:

With N,N-diethyl-N-isopropylamine; In isopropyl alcohol; at 100 ℃; for 1.3h;

DOI:10.1021/jm061436d

Reference yield:

C18H15F3N2O3 → tert-butyl (3R,4R)-1-(6-chloropyrimidin-4-yl)-4-(2,4,5-trifluorophenyl)piperidin-3-ylcarbamate (936482-39-2)

Guidance literature:

Multi-step reaction with 5 steps

1: borane dimethylsulfide complex / tetrahydrofuran / 70 °C

2: Zn; AcOH / ethanol / 75 °C

3: 3.68 g / tetrahydrofuran; CH₂Cl₂

4: 96 percent / ammonium formate; MeOH / Pd/C / 1.5 h / Heating

5: 86 percent / i-PrNEt₂ / propan-2-ol / 1.3 h / 100 °C

With methanol; N,N-diethyl-N-isopropylamine; dimethylsulfide borane complex; ammonium formate; acetic acid; zinc; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; isopropyl alcohol;

DOI:10.1021/jm061436d

Reference yield:

C18H17F3N2O2 → tert-butyl (3R,4R)-1-(6-chloropyrimidin-4-yl)-4-(2,4,5-trifluorophenyl)piperidin-3-ylcarbamate (936482-39-2)

Guidance literature:

Multi-step reaction with 4 steps

1: Zn; AcOH / ethanol / 75 °C

2: 3.68 g / tetrahydrofuran; CH₂Cl₂

3: 96 percent / ammonium formate; MeOH / Pd/C / 1.5 h / Heating

4: 86 percent / i-PrNEt₂ / propan-2-ol / 1.3 h / 100 °C

With methanol; N,N-diethyl-N-isopropylamine; ammonium formate; acetic acid; zinc; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; isopropyl alcohol;

DOI:10.1021/jm061436d

upstream raw materials:

tert-butyl(3R,4R)-4-(2,4,5-trifluorophenyl)piperidin-3-ylcarbamate

4,6-dichloropyrimidine

tert-butyl (3R,4R)-1-benzyl-4-(2,4,5-trifluorophenyl)piperidin-3-ylcarbamate

Downstream raw materials:

C₂₄H₂₈F₅N₅O₂

C₂₄H₃₀F₃N₅O₃

C₂₇H₂₉F₆N₇O₂

C₂₇H₂₉F₃N₄O₄S

Refernces