4-benzyl-3-(4-methoxy-benzyl)-6-methyl-2-oxo-3-aza-tricyclo[5.2.2.0^1,5]undec-8-ene-6-carboxylic acid ethyl ester

Base Information

• Chemical Name: 4-benzyl-3-(4-methoxy-benzyl)-6-methyl-2-oxo-3-aza-tricyclo[5.2.2.0^1,5]undec-8-ene-6-carboxylic acid ethyl ester
• CAS No.: 934980-02-6
• Molecular Formula: C₂₉H₃₃NO₄
• Molecular Weight: 459.585
• Mol file: 934980-02-6.mol

Synonyms:4-benzyl-3-(4-methoxy-benzyl)-6-methyl-2-oxo-3-aza-tricyclo[5.2.2.0^1,5]undec-8-ene-6-carboxylic acid ethyl ester

Chemical Property of 4-benzyl-3-(4-methoxy-benzyl)-6-methyl-2-oxo-3-aza-tricyclo[5.2.2.0^1,5]undec-8-ene-6-carboxylic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-benzyl-3-(4-methoxy-benzyl)-6-methyl-2-oxo-3-aza-tricyclo[5.2.2.0^1,5]undec-8-ene-6-carboxylic acid ethyl ester

There total 5 articles about 4-benzyl-3-(4-methoxy-benzyl)-6-methyl-2-oxo-3-aza-tricyclo[5.2.2.0^1,5]undec-8-ene-6-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 (4S,2E)-4-(4-methoxybenzylamino)-2-methyl-5-phenylpent-2-enoate (852468-44-1) → 4-benzyl-3-(4-methoxy-benzyl)-6-methyl-2-oxo-3-aza-tricyclo[5.2.2.01,5]undec-8-ene-6-carboxylic acid ethyl ester + 4-benzyl-3-(4-methoxy-benzyl)-6-methyl-2-oxo-3-aza-tricyclo[5.2.2.01,5]undec-8-ene-6-carboxylic acid ethyl ester (934980-02-6)

Guidance literature:

rac-(cyclohexa-1,3-diene-1-carboxylic acid)iron tricarbonyl; With methanesulfonyl chloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 ℃; for 1h;

ethyl (4S,2E)-4-(4-methoxybenzylamino)-2-methyl-5-phenylpent-2-enoate; With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃;

With copper dichloride; In ethanol; at 20 ℃; for 24h; Title compound not separated from byproducts;

DOI:10.1021/jo0625608

Reference yield:

ethyl (4S,2E)-4-(4-methoxybenzylamino)-2-methyl-5-phenylpent-2-enoate (852468-44-1) + cyclohexa-1,3-diene-1-carboxylic acid (2206-65-7) → 4-benzyl-3-(4-methoxy-benzyl)-6-methyl-2-oxo-3-aza-tricyclo[5.2.2.01,5]undec-8-ene-6-carboxylic acid ethyl ester + 4-benzyl-3-(4-methoxy-benzyl)-6-methyl-2-oxo-3-aza-tricyclo[5.2.2.01,5]undec-8-ene-6-carboxylic acid ethyl ester (934980-02-6)

Guidance literature:

cyclohexa-1,3-diene-1-carboxylic acid; With methanesulfonyl chloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 ℃; for 1h;

ethyl (4S,2E)-4-(4-methoxybenzylamino)-2-methyl-5-phenylpent-2-enoate; With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃; Title compound not separated from byproducts;

DOI:10.1021/jo0625608

Reference yield:

ethyl (4S,2E)-4-[tert-butoxycarbonyl-(4-methoxybenzyl)amino]-2-methyl-5-phenylpent-2-enoate (852468-42-9) → 4-benzyl-3-(4-methoxy-benzyl)-6-methyl-2-oxo-3-aza-tricyclo[5.2.2.01,5]undec-8-ene-6-carboxylic acid ethyl ester (934980-02-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: TFA / CH₂Cl₂ / 1 h / 0 °C

2.1: methanesulfonyl chloride; ethyldiisopropylamine / CH₂Cl₂ / 1 h / 0 °C

2.2: ethyldiisopropylamine / CH₂Cl₂ / 0 - 20 °C

With methanesulfonyl chloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane;

DOI:10.1021/jo0625608

upstream raw materials:

ethyl (4S,2E)-4-(4-methoxybenzylamino)-2-methyl-5-phenylpent-2-enoate

cyclohexa-1,3-diene-1-carboxylic acid

ethyl (4S,2E)-4-[tert-butoxycarbonyl-(4-methoxybenzyl)amino]-2-methyl-5-phenylpent-2-enoate

ethyl 2-diethoxyphosphorylpropionate