4-{Benzyl-[2-(3-dimethylcarbamoyl-1,1-dioxo-2,5-dihydro-1H-1λ⁶-thiophen-2-yl)-ethyl]-carbamoyl}-2,3-dihydro-pyrrole-1-carboxylic acid ethyl ester

Base Information

• Chemical Name: 4-{Benzyl-[2-(3-dimethylcarbamoyl-1,1-dioxo-2,5-dihydro-1H-1λ⁶-thiophen-2-yl)-ethyl]-carbamoyl}-2,3-dihydro-pyrrole-1-carboxylic acid ethyl ester
• CAS No.: 159972-45-9
• Molecular Formula: C₂₄H₃₁N₃O₆S
• Molecular Weight: 489.593

Synonyms:

Chemical Property of 4-{Benzyl-[2-(3-dimethylcarbamoyl-1,1-dioxo-2,5-dihydro-1H-1λ⁶-thiophen-2-yl)-ethyl]-carbamoyl}-2,3-dihydro-pyrrole-1-carboxylic acid ethyl ester

Chemical Property:

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Technology Process of 4-{Benzyl-[2-(3-dimethylcarbamoyl-1,1-dioxo-2,5-dihydro-1H-1λ⁶-thiophen-2-yl)-ethyl]-carbamoyl}-2,3-dihydro-pyrrole-1-carboxylic acid ethyl ester

There total 9 articles about 4-{Benzyl-[2-(3-dimethylcarbamoyl-1,1-dioxo-2,5-dihydro-1H-1λ⁶-thiophen-2-yl)-ethyl]-carbamoyl}-2,3-dihydro-pyrrole-1-carboxylic acid ethyl 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:

ethyl 2-oxopyrrolidine-1-carboxylate (4036-03-7) → 4-{Benzyl-[2-(3-dimethylcarbamoyl-1,1-dioxo-2,5-dihydro-1H-1λ6-thiophen-2-yl)-ethyl]-carbamoyl}-2,3-dihydro-pyrrole-1-carboxylic acid ethyl ester (159972-45-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) (Me₃Si)2NLi / 1) THF

2: H₂ / Pd-C / diethyl ether / 4 h

3: 1.) carbonyldiimidazole / 1) CH₂Cl₂, 2 h; 2) CH₂Cl₂, 19 h

4: 1.) LiBHEt₃, 2.) mesyl chloride, Et₃N / 1) THF, -78 deg C, 90 min; 2) CH₂Cl₂, 22 h

With hydrogen; lithium triethylborohydride; methanesulfonyl chloride; triethylamine; 1,1'-carbonyldiimidazole; lithium hexamethyldisilazane; palladium on activated charcoal; In diethyl ether;

Reference yield:

2-oxopyrrolidine-1,3-dicarboxylic acid 3-benzyl ester 1-ethyl ester (159972-38-0) → 4-{Benzyl-[2-(3-dimethylcarbamoyl-1,1-dioxo-2,5-dihydro-1H-1λ6-thiophen-2-yl)-ethyl]-carbamoyl}-2,3-dihydro-pyrrole-1-carboxylic acid ethyl ester (159972-45-9)

Guidance literature:

Multi-step reaction with 3 steps

1: H₂ / Pd-C / diethyl ether / 4 h

2: 1.) carbonyldiimidazole / 1) CH₂Cl₂, 2 h; 2) CH₂Cl₂, 19 h

3: 1.) LiBHEt₃, 2.) mesyl chloride, Et₃N / 1) THF, -78 deg C, 90 min; 2) CH₂Cl₂, 22 h

With hydrogen; lithium triethylborohydride; methanesulfonyl chloride; triethylamine; 1,1'-carbonyldiimidazole; palladium on activated charcoal; In diethyl ether;

Reference yield:

3-carbomethoxy-2-prenyl sulfolene (142071-47-4) → 4-{Benzyl-[2-(3-dimethylcarbamoyl-1,1-dioxo-2,5-dihydro-1H-1λ6-thiophen-2-yl)-ethyl]-carbamoyl}-2,3-dihydro-pyrrole-1-carboxylic acid ethyl ester (159972-45-9)

Guidance literature:

Multi-step reaction with 6 steps

1: LiOH, H₂O / tetrahydrofuran

2: 1,3-dicyclohexylcarbodiimide, Et₃N

3: 95 percent / O₃ / CH₂Cl₂ / -78 °C

4: 72 percent / NaBH₃CN / methanol

5: 1.) carbonyldiimidazole / 1) CH₂Cl₂, 2 h; 2) CH₂Cl₂, 19 h

6: 1.) LiBHEt₃, 2.) mesyl chloride, Et₃N / 1) THF, -78 deg C, 90 min; 2) CH₂Cl₂, 22 h

With lithium hydroxide; water; lithium triethylborohydride; sodium cyanoborohydride; ozone; methanesulfonyl chloride; triethylamine; dicyclohexyl-carbodiimide; 1,1'-carbonyldiimidazole; In tetrahydrofuran; methanol; dichloromethane;

upstream raw materials:

3-{Benzyl-[2-(3-dimethylcarbamoyl-1,1-dioxo-2,5-dihydro-1H-1λ⁶-thiophen-2-yl)-ethyl]-carbamoyl}-2-oxo-pyrrolidine-1-carboxylic acid ethyl ester

ethyl 2-oxopyrrolidine-1-carboxylate

3-carbomethoxy-2-prenyl sulfolene

1,1-Dioxo-2-(2-oxo-ethyl)-2,5-dihydro-1H-1λ⁶-thiophene-3-carboxylic acid dimethylamide

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