2-((Z)-1-Carboxy-2-phenyl-vinylcarbamoyl)-5-oxo-pyrrolidine-1-carboxylic acid benzyl ester

Base Information

• Chemical Name: 2-((Z)-1-Carboxy-2-phenyl-vinylcarbamoyl)-5-oxo-pyrrolidine-1-carboxylic acid benzyl ester
• CAS No.: 77400-62-5
• Molecular Formula: C₂₂H₂₀N₂O₆
• Molecular Weight: 408.411
• Mol file: 77400-62-5.mol

Synonyms:2-((Z)-1-Carboxy-2-phenyl-vinylcarbamoyl)-5-oxo-pyrrolidine-1-carboxylic acid benzyl ester

Chemical Property of 2-((Z)-1-Carboxy-2-phenyl-vinylcarbamoyl)-5-oxo-pyrrolidine-1-carboxylic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-((Z)-1-Carboxy-2-phenyl-vinylcarbamoyl)-5-oxo-pyrrolidine-1-carboxylic acid benzyl ester

There total 5 articles about 2-((Z)-1-Carboxy-2-phenyl-vinylcarbamoyl)-5-oxo-pyrrolidine-1-carboxylic acid benzyl ester 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: 89.9%

2-((Z)-1-tert-Butoxycarbonyl-2-phenyl-vinylcarbamoyl)-5-oxo-pyrrolidine-1-carboxylic acid benzyl ester (77400-61-4) → 2-((Z)-1-Carboxy-2-phenyl-vinylcarbamoyl)-5-oxo-pyrrolidine-1-carboxylic acid benzyl ester (77400-62-5)

Guidance literature:

With hydrogenchloride; In ethyl acetate; for 2.5h; Ambient temperature;

DOI:10.1021/jo00326a013

Reference yield:

2-Chlorocarbonyl-5-oxo-pyrrolidine-1-carboxylic acid benzyl ester (61177-53-5,100376-00-9) → 2-((Z)-1-Carboxy-2-phenyl-vinylcarbamoyl)-5-oxo-pyrrolidine-1-carboxylic acid benzyl ester (77400-62-5)

Guidance literature:

Multi-step reaction with 3 steps

1: N-methylmorpholine / tetrahydrofuran; dioxane; H₂O / 23 h / Ambient temperature

2: 1.) tert-butylhypochlorite, Na₃B₄O₇*10H₂O, 2.) 1,4-diazabicyclo<2.2.2>octane / 1.) MeOH, 10 deg C, 15 h, 2.) CH₂Cl₂

3: 89.9 percent / HCl / ethyl acetate / 2.5 h / Ambient temperature

With 4-methyl-morpholine; 1,4-diaza-bicyclo[2.2.2]octane; hydrogenchloride; tert-butylhypochlorite; Na₃B₄O₇*10H₂O; In tetrahydrofuran; 1,4-dioxane; water; ethyl acetate;

DOI:10.1021/jo00326a013

Reference yield:

(S)-2-((S)-1-tert-Butoxycarbonyl-2-phenyl-ethylcarbamoyl)-5-oxo-pyrrolidine-1-carboxylic acid benzyl ester (77400-60-3) → 2-((Z)-1-Carboxy-2-phenyl-vinylcarbamoyl)-5-oxo-pyrrolidine-1-carboxylic acid benzyl ester (77400-62-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) tert-butylhypochlorite, Na₃B₄O₇*10H₂O, 2.) 1,4-diazabicyclo<2.2.2>octane / 1.) MeOH, 10 deg C, 15 h, 2.) CH₂Cl₂

2: 89.9 percent / HCl / ethyl acetate / 2.5 h / Ambient temperature

With 1,4-diaza-bicyclo[2.2.2]octane; hydrogenchloride; tert-butylhypochlorite; Na₃B₄O₇*10H₂O; In ethyl acetate;

DOI:10.1021/jo00326a013

upstream raw materials:

2-((Z)-1-tert-Butoxycarbonyl-2-phenyl-vinylcarbamoyl)-5-oxo-pyrrolidine-1-carboxylic acid benzyl ester

2-Chlorocarbonyl-5-oxo-pyrrolidine-1-carboxylic acid benzyl ester

(S)-2-((S)-1-tert-Butoxycarbonyl-2-phenyl-ethylcarbamoyl)-5-oxo-pyrrolidine-1-carboxylic acid benzyl ester

1-benzyl hydrogen (S)-5-oxopyrrolidine-1,2-dicarboxylate

Downstream raw materials:

(S)-2-[(Z)-1-((S)-2-Carbamoyl-pyrrolidine-1-carbonyl)-2-phenyl-vinylcarbamoyl]-5-oxo-pyrrolidine-1-carboxylic acid benzyl ester

C₁₉H₂₂N₄O₄