4-[allyl-(3-chloro-benzyl)-carbamoyl]-pent-4-enoic acid methyl ester

Base Information

• Chemical Name: 4-[allyl-(3-chloro-benzyl)-carbamoyl]-pent-4-enoic acid methyl ester
• CAS No.: 1415410-92-2
• Molecular Formula: C₁₇H₂₀ClNO₃
• Molecular Weight: 321.804
• Mol file: 1415410-92-2.mol

Synonyms:4-[allyl-(3-chloro-benzyl)-carbamoyl]-pent-4-enoic acid methyl ester

Chemical Property of 4-[allyl-(3-chloro-benzyl)-carbamoyl]-pent-4-enoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of 4-[allyl-(3-chloro-benzyl)-carbamoyl]-pent-4-enoic acid methyl ester

There total 2 articles about 4-[allyl-(3-chloro-benzyl)-carbamoyl]-pent-4-enoic acid methyl 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: 68.6%

5-methoxy-2-methylene-5-oxopentanoic acid (93633-32-0) + N-allyl-N-(3-chlorobenzyl)amine (893591-54-3) → 4-[allyl-(3-chloro-benzyl)-carbamoyl]-pent-4-enoic acid methyl ester (1415410-92-2)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 8h; Inert atmosphere;

DOI:10.1021/jm3009376

Reference yield:

dimethyl 2-methylenepentanedioate (5621-44-3) → 4-[allyl-(3-chloro-benzyl)-carbamoyl]-pent-4-enoic acid methyl ester (1415410-92-2)

Guidance literature:

Multi-step reaction with 2 steps

1: camphor-10-sulfonic acid / methanol / 2.5 h / 20 °C

2: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 20 °C / Inert atmosphere

With dmap; camphor-10-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In methanol; dichloromethane;

DOI:10.1002/cmdc.201300393

Reference yield: 81.6%

4-[allyl-(3-chloro-benzyl)-carbamoyl]-pent-4-enoic acid methyl ester (1415410-92-2) → 3-[1-(3-chloro-benzyl)-2-oxo-2,5-dihydro-1H-pyrrol-3-yl]-propionic acid methyl ester (1415411-23-2)

Guidance literature:

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; for 12h; Inert atmosphere; Reflux; Darkness;

DOI:10.1021/jm3009376

upstream raw materials:

5-methoxy-2-methylene-5-oxopentanoic acid

N-allyl-N-(3-chlorobenzyl)amine

dimethyl 2-methylenepentanedioate

Downstream raw materials:

C₁₄H₁₅ClN₂O₃

3-[1-(3-chloro-benzyl)-2-oxo-2,5-dihydro-1H-pyrrol-3-yl]-propionic acid methyl ester