N-[2-(3,4-Bis-benzyloxy-phenyl)-1-ethoxycarbonyl-ethyl]-succinamic acid methyl ester

Base Information

• Chemical Name: N-[2-(3,4-Bis-benzyloxy-phenyl)-1-ethoxycarbonyl-ethyl]-succinamic acid methyl ester
• CAS No.: 128217-68-5
• Molecular Formula: C₃₀H₃₃NO₇
• Molecular Weight: 519.595
• Mol file: 128217-68-5.mol

Synonyms:N-[2-(3,4-Bis-benzyloxy-phenyl)-1-ethoxycarbonyl-ethyl]-succinamic acid methyl ester

Chemical Property of N-[2-(3,4-Bis-benzyloxy-phenyl)-1-ethoxycarbonyl-ethyl]-succinamic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[2-(3,4-Bis-benzyloxy-phenyl)-1-ethoxycarbonyl-ethyl]-succinamic acid methyl ester

There total 6 articles about N-[2-(3,4-Bis-benzyloxy-phenyl)-1-ethoxycarbonyl-ethyl]-succinamic 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:

dopa (63-84-3,90638-38-3) → N-[2-(3,4-Bis-benzyloxy-phenyl)-1-ethoxycarbonyl-ethyl]-succinamic acid methyl ester (128217-68-5)

Guidance literature:

Multi-step reaction with 5 steps

1: SOCl₂ / 48 h / Ambient temperature

2: NaHCO₃ / H₂O; tetrahydrofuran / overnight

3: K₂CO₃, NaI / ethanol / 4 h / Heating

4: TFA / CH₂Cl₂ / 0.5 h / Ambient temperature

5: NaHCO₃ / H₂O; ethyl acetate / Ambient temperature; overnight

With thionyl chloride; sodium hydrogencarbonate; potassium carbonate; trifluoroacetic acid; sodium iodide; In tetrahydrofuran; ethanol; dichloromethane; water; ethyl acetate;

DOI:10.1021/jo00301a008

Reference yield:

3-(3,4-Bis-benzyloxy-phenyl)-2-tert-butoxycarbonylamino-propionic acid ethyl ester (128217-60-7) → N-[2-(3,4-Bis-benzyloxy-phenyl)-1-ethoxycarbonyl-ethyl]-succinamic acid methyl ester (128217-68-5)

Guidance literature:

Multi-step reaction with 2 steps

1: TFA / CH₂Cl₂ / 0.5 h / Ambient temperature

2: NaHCO₃ / H₂O; ethyl acetate / Ambient temperature; overnight

With sodium hydrogencarbonate; trifluoroacetic acid; In dichloromethane; water; ethyl acetate;

DOI:10.1021/jo00301a008

Reference yield:

2-tert-Butoxycarbonylamino-3-(3,4-dihydroxy-phenyl)-propionic acid ethyl ester → N-[2-(3,4-Bis-benzyloxy-phenyl)-1-ethoxycarbonyl-ethyl]-succinamic acid methyl ester (128217-68-5)

Guidance literature:

Multi-step reaction with 3 steps

1: K₂CO₃, NaI / ethanol / 4 h / Heating

2: TFA / CH₂Cl₂ / 0.5 h / Ambient temperature

3: NaHCO₃ / H₂O; ethyl acetate / Ambient temperature; overnight

With sodium hydrogencarbonate; potassium carbonate; trifluoroacetic acid; sodium iodide; In ethanol; dichloromethane; water; ethyl acetate;

DOI:10.1021/jo00301a008

upstream raw materials:

succinic acid 2,5-dioxo-pyrrolidin-1-yl ester methyl ester

2-Amino-3-(3,4-bis-benzyloxy-phenyl)-propionic acid ethyl ester

L-Dopa ethyl ester hydrochloride

dopa

Downstream raw materials:

N-(6,7-Bis-benzyloxy-2-oxo-1,2,3,4-tetrahydro-quinolin-3-yl)-succinamic acid methyl ester

N-[2-(4,5-Bis-benzyloxy-2-nitro-phenyl)-1-ethoxycarbonyl-ethyl]-succinamic acid methyl ester

Refernces