(E)-1-benzyl-4-methyl-2-(2,4,5-trifluorobenzylidene)succinate

Base Information

• Chemical Name: (E)-1-benzyl-4-methyl-2-(2,4,5-trifluorobenzylidene)succinate
• CAS No.: 1361050-65-8
• Molecular Formula: C₁₉H₁₅F₃O₄
• Molecular Weight: 364.321
• Mol file: 1361050-65-8.mol

Synonyms:(E)-1-benzyl-4-methyl-2-(2,4,5-trifluorobenzylidene)succinate

Chemical Property of (E)-1-benzyl-4-methyl-2-(2,4,5-trifluorobenzylidene)succinate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-1-benzyl-4-methyl-2-(2,4,5-trifluorobenzylidene)succinate

There total 1 articles about (E)-1-benzyl-4-methyl-2-(2,4,5-trifluorobenzylidene)succinate 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: 87.0%

1-benzyl-4-methyl itaconate (24345-85-5) + 1-bromo-2,4,5-trifluorobenzene (327-52-6) → (E)-1-benzyl-4-methyl-2-(2,4,5-trifluorobenzylidene)succinate (1361050-65-8) + (Z)-1-benzyl-4-methyl-2-(2,4,5-trifluorobenzylidene)succinate (1361050-66-9)

Guidance literature:

With N-Methyldicyclohexylamine; lithium bromide; palladium diacetate; In ISOPROPYLAMIDE; water; at 95 - 98 ℃; for 22h;

Reference yield: 95.0%

(E)-1-benzyl-4-methyl-2-(2,4,5-trifluorobenzylidene)succinate (1361050-65-8) → 4-methoxy-4-oxo-2-(2,4,5-trifluorobenzyl)butanoic acid (1361050-69-2)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In methanol; at 20 ℃; for 12h; under 2250.23 Torr;

Reference yield:

(E)-1-benzyl-4-methyl-2-(2,4,5-trifluorobenzylidene)succinate (1361050-65-8) → (R)-tert-butyl 4-oxo-4-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-1-(2,4,5-trifluorophenyl)butan-2-ylcarbamate (486460-23-5)

Guidance literature:

Multi-step reaction with 5 steps

1.1: hydrogen / palladium 10% on activated carbon / methanol / 12 h / 20 °C / 2250.23 Torr

2.1: (+)-cinchonine / acetone / Resolution of racemate; Reflux

3.1: triethylamine; diphenyl phosphoryl azide / toluene / 5.5 h / 80 °C / Inert atmosphere; Reflux

4.1: water; lithium hydroxide / methanol / 24 h / 20 °C

5.1: benzotriazol-1-ol / dichloromethane / 0.17 h / 0 °C

5.2: 4 h / 20 °C / Inert atmosphere

With (+)-cinchonine; diphenyl phosphoryl azide; water; hydrogen; benzotriazol-1-ol; triethylamine; lithium hydroxide; palladium 10% on activated carbon; In methanol; dichloromethane; acetone; toluene; 3.1: Curtius Rearrangement;

upstream raw materials:

1-benzyl-4-methyl itaconate

1-bromo-2,4,5-trifluorobenzene

Downstream raw materials:

(E)-4-methoxy-4-oxo-2-(2,4,5-trifluorobenzylidene)butanoic acid

4-methoxy-4-oxo-2-(2,4,5-trifluorobenzyl)butanoic acid

(3R)-3-[(1,1-dimethylethoxycarbonyl)amino]-4-(2,4,5-trifluorophenyl)butanoic acid

3-(R)-tert-butoxycarbonylamino-4-(2,4,5-trifluorophenyl)butyric acid methyl ester