N⁴-(1-benzyl-piperidin-4-yl)-2-[2-oxo-3-(2-oxo-4-phenyl-oxazolidin-3-yl)-4-styryl-azetidin-1-yl]-N¹-(3-trifluoromethyl-benzyl)-succinamide

Base Information

• Chemical Name: N⁴-(1-benzyl-piperidin-4-yl)-2-[2-oxo-3-(2-oxo-4-phenyl-oxazolidin-3-yl)-4-styryl-azetidin-1-yl]-N¹-(3-trifluoromethyl-benzyl)-succinamide
• CAS No.: 512784-20-2
• Molecular Formula: C₄₄H₄₄F₃N₅O₅
• Molecular Weight: 779.859

Synonyms:N⁴-(1-benzyl-piperidin-4-yl)-2-[2-oxo-3-(2-oxo-4-phenyl-oxazolidin-3-yl)-4-styryl-azetidin-1-yl]-N¹-(3-trifluoromethyl-benzyl)-succinamide

Chemical Property of N⁴-(1-benzyl-piperidin-4-yl)-2-[2-oxo-3-(2-oxo-4-phenyl-oxazolidin-3-yl)-4-styryl-azetidin-1-yl]-N¹-(3-trifluoromethyl-benzyl)-succinamide

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Technology Process of N⁴-(1-benzyl-piperidin-4-yl)-2-[2-oxo-3-(2-oxo-4-phenyl-oxazolidin-3-yl)-4-styryl-azetidin-1-yl]-N¹-(3-trifluoromethyl-benzyl)-succinamide

There total 10 articles about N⁴-(1-benzyl-piperidin-4-yl)-2-[2-oxo-3-(2-oxo-4-phenyl-oxazolidin-3-yl)-4-styryl-azetidin-1-yl]-N¹-(3-trifluoromethyl-benzyl)-succinamide 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:

N-[(benzyloxy)carbonyl]-L-aspartic acid β-tert-butyl ester α-[3-(trifluoromethyl)benzyl]amide (512783-76-5) → N4-(1-benzyl-piperidin-4-yl)-2-[2-oxo-3-(2-oxo-4-phenyl-oxazolidin-3-yl)-4-styryl-azetidin-1-yl]-N1-(3-trifluoromethyl-benzyl)-succinamide (512784-20-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 96 percent / hydrogen / palladium on carbon / methanol

2: magnesium sulfate / CH₂Cl₂ / 20 °C

3: 2.06 g / amine / CH₂Cl₂ / 1 h / 0 - 20 °C

4: 100 percent / formic acid / 20 °C

5: 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide*HCl; HOAt / CH₂Cl₂ / 20 °C

With formic acid; 1-hydroxy-7-aza-benzotriazole; hydrogen; magnesium sulfate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In methanol; dichloromethane; 3: Staudinger cycloaddition;

DOI:10.1016/j.bmc.2006.12.031

Reference yield:

3-(TRIFLUOROMETHYL)BENZYLAMINE (2740-83-2) → N4-(1-benzyl-piperidin-4-yl)-2-[2-oxo-3-(2-oxo-4-phenyl-oxazolidin-3-yl)-4-styryl-azetidin-1-yl]-N1-(3-trifluoromethyl-benzyl)-succinamide (512784-20-2)

Guidance literature:

Multi-step reaction with 6 steps

1: 100 percent / tetrahydrofuran

2: 96 percent / hydrogen / palladium on carbon / methanol

3: magnesium sulfate / CH₂Cl₂ / 20 °C

4: 2.06 g / amine / CH₂Cl₂ / 1 h / 0 - 20 °C

5: 100 percent / formic acid / 20 °C

6: 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide*HCl; HOAt / CH₂Cl₂ / 20 °C

With formic acid; 1-hydroxy-7-aza-benzotriazole; hydrogen; magnesium sulfate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; 4: Staudinger cycloaddition;

DOI:10.1016/j.bmc.2006.12.031

Reference yield:

3-[2-oxo-3-(2-oxo-4-phenyl-oxazolidin-3-yl)-4-styryl-azetidin-1-yl]-N-(3-trifluoromethyl-benzyl)-succinamic acid (512784-03-1) + 4-amino-1-benzylpiperidine (50541-93-0) → N4-(1-benzyl-piperidin-4-yl)-2-[2-oxo-3-(2-oxo-4-phenyl-oxazolidin-3-yl)-4-styryl-azetidin-1-yl]-N1-(3-trifluoromethyl-benzyl)-succinamide (512784-20-2)

Guidance literature:

With 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃;

DOI:10.1016/j.bmc.2006.12.031

upstream raw materials:

3-[2-oxo-3-(2-oxo-4-phenyl-oxazolidin-3-yl)-4-styryl-azetidin-1-yl]-N-(3-trifluoromethyl-benzyl)-succinamic acid

4-amino-1-benzylpiperidine

L-aspartic acid β-tert-butyl ester α-[3-(trifluoromethyl)benzyl]amide

(E)-3-phenylpropenal

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