tert-butyl [(3R,4R)-1-[6-(aminocarbonyl)-5-nitropyridin-2-yl]-4-(2,4,5-trifluorophenyl)piperidin-3-yl]carbamate

Base Information

• Chemical Name: tert-butyl [(3R,4R)-1-[6-(aminocarbonyl)-5-nitropyridin-2-yl]-4-(2,4,5-trifluorophenyl)piperidin-3-yl]carbamate
• CAS No.: 882856-82-8
• Molecular Formula: C₂₂H₂₄F₃N₅O₅
• Molecular Weight: 495.458
• Mol file: 882856-82-8.mol

Synonyms:tert-butyl [(3R,4R)-1-[6-(aminocarbonyl)-5-nitropyridin-2-yl]-4-(2,4,5-trifluorophenyl)piperidin-3-yl]carbamate

Chemical Property of tert-butyl [(3R,4R)-1-[6-(aminocarbonyl)-5-nitropyridin-2-yl]-4-(2,4,5-trifluorophenyl)piperidin-3-yl]carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl [(3R,4R)-1-[6-(aminocarbonyl)-5-nitropyridin-2-yl]-4-(2,4,5-trifluorophenyl)piperidin-3-yl]carbamate

There total 14 articles about tert-butyl [(3R,4R)-1-[6-(aminocarbonyl)-5-nitropyridin-2-yl]-4-(2,4,5-trifluorophenyl)piperidin-3-yl]carbamate 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:

tert-butyl(3R,4R)-4-(2,4,5-trifluorophenyl)piperidin-3-ylcarbamate (882856-58-8) + 6-chloro-3-nitropyridine-2-carboxamide (171178-21-5) → tert-butyl [(3R,4R)-1-[6-(aminocarbonyl)-5-nitropyridin-2-yl]-4-(2,4,5-trifluorophenyl)piperidin-3-yl]carbamate (882856-82-8)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In toluene; Heating;

DOI:10.1016/j.bmcl.2007.05.087

Reference yield:

tert-butyl (3R,4R)-1-benzyl-4-(2,4,5-trifluorophenyl)piperidin-3-ylcarbamate (882856-76-0) → tert-butyl [(3R,4R)-1-[6-(aminocarbonyl)-5-nitropyridin-2-yl]-4-(2,4,5-trifluorophenyl)piperidin-3-yl]carbamate (882856-82-8)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / Pd(OH)2 / methanol

2: DIEA / toluene / Heating

With hydrogen; N-ethyl-N,N-diisopropylamine; palladium dihydroxide; In methanol; toluene;

DOI:10.1016/j.bmcl.2007.05.087

Reference yield:

C20H18F3NO3 → tert-butyl [(3R,4R)-1-[6-(aminocarbonyl)-5-nitropyridin-2-yl]-4-(2,4,5-trifluorophenyl)piperidin-3-yl]carbamate (882856-82-8)

Guidance literature:

Multi-step reaction with 8 steps

1.1: aq. LiOH / tetrahydrofuran; methanol / 60 °C

2.1: diphenyl phosphoryl azide; triethylamine / toluene / Heating

3.1: Heating

4.1: H₂ / Pd(OH)2 / methanol / 2327.23 Torr

5.1: BH₃ / tetrahydrofuran / Heating

5.2: HCl / tetrahydrofuran / Heating

6.1: tetrahydrofuran; ethyl acetate / Heating

7.1: H₂ / Pd(OH)2 / methanol

8.1: DIEA / toluene / Heating

With lithium hydroxide; diphenyl phosphoryl azide; borane; hydrogen; triethylamine; N-ethyl-N,N-diisopropylamine; palladium dihydroxide; In tetrahydrofuran; methanol; ethyl acetate; toluene; 2.1: Curtius rearrangement;

DOI:10.1016/j.bmcl.2007.05.087

upstream raw materials:

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

6-chloro-3-nitropyridine-2-carboxamide

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

ethyl 3-(2,4,5-trifluorophenyl)acrylate

Downstream raw materials:

tert-butyl [(3R,4R)-1-[5-amino-6-(aminocarbonyl)pyridin-2-yl]-4-(2,4,5-trifluorophenyl)piperidin-3-yl]carbamate