ethyl 5-[(tert-butoxycarbonyl)(methyl)amino]-3-[(4-methoxyphenyl)amino]pent-2-enoate

Base Information

• Chemical Name: ethyl 5-[(tert-butoxycarbonyl)(methyl)amino]-3-[(4-methoxyphenyl)amino]pent-2-enoate
• CAS No.: 1426943-70-5
• Molecular Formula: C₂₀H₃₀N₂O₅
• Molecular Weight: 378.469
• Mol file: 1426943-70-5.mol

Synonyms:ethyl 5-[(tert-butoxycarbonyl)(methyl)amino]-3-[(4-methoxyphenyl)amino]pent-2-enoate

Chemical Property of ethyl 5-[(tert-butoxycarbonyl)(methyl)amino]-3-[(4-methoxyphenyl)amino]pent-2-enoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 5-[(tert-butoxycarbonyl)(methyl)amino]-3-[(4-methoxyphenyl)amino]pent-2-enoate

There total 3 articles about ethyl 5-[(tert-butoxycarbonyl)(methyl)amino]-3-[(4-methoxyphenyl)amino]pent-2-enoate 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: 91.0%

ethyl 5-[methyl(tert-butoxycarbonyl)amino]-3-oxopentanoate (1426943-67-0) + 4-methoxy-aniline (104-94-9) → ethyl 5-[(tert-butoxycarbonyl)(methyl)amino]-3-[(4-methoxyphenyl)amino]pent-2-enoate (1426943-70-5)

Guidance literature:

With acetic acid; at 20 ℃; for 18h;

DOI:10.1039/c3ob00039g

Reference yield:

methyl 3-(N-tert-butoxycarbonyl-N-methyl)-aminopropionate (119740-95-3) → ethyl 5-[(tert-butoxycarbonyl)(methyl)amino]-3-[(4-methoxyphenyl)amino]pent-2-enoate (1426943-70-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydroxide / ethanol; water / 20 °C

2.1: 1,1'-carbonyldiimidazole / acetonitrile / 2 h / 20 °C / Inert atmosphere

2.2: 40 °C / Inert atmosphere

3.1: acetic acid / 18 h / 20 °C

With acetic acid; 1,1'-carbonyldiimidazole; sodium hydroxide; In ethanol; water; acetonitrile;

DOI:10.1039/c3ob00039g

Reference yield:

N-t-butoxycarbonyl-N-methyl-β-alanine (124072-61-3) → ethyl 5-[(tert-butoxycarbonyl)(methyl)amino]-3-[(4-methoxyphenyl)amino]pent-2-enoate (1426943-70-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 1,1'-carbonyldiimidazole / acetonitrile / 2 h / 20 °C / Inert atmosphere

1.2: 40 °C / Inert atmosphere

2.1: acetic acid / 18 h / 20 °C

With acetic acid; 1,1'-carbonyldiimidazole; In acetonitrile;

DOI:10.1039/c3ob00039g

upstream raw materials:

methyl 3-(N-tert-butoxycarbonyl-N-methyl)-aminopropionate

N-t-butoxycarbonyl-N-methyl-β-alanine

ethyl 5-[methyl(tert-butoxycarbonyl)amino]-3-oxopentanoate

4-methoxy-aniline

Downstream raw materials:

8-methoxy-2-methyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole