3-(4-benzyloxy-3-formylphenyl)-2-(9H-fluoren-9-ylmethoxycarbonylamino)propionic acid benzyl ester

Base Information

• Chemical Name: 3-(4-benzyloxy-3-formylphenyl)-2-(9H-fluoren-9-ylmethoxycarbonylamino)propionic acid benzyl ester
• CAS No.: 881911-36-0
• Molecular Formula: C₃₉H₃₃NO₆
• Molecular Weight: 611.694
• Mol file: 881911-36-0.mol

Synonyms:3-(4-benzyloxy-3-formylphenyl)-2-(9H-fluoren-9-ylmethoxycarbonylamino)propionic acid benzyl ester

Chemical Property of 3-(4-benzyloxy-3-formylphenyl)-2-(9H-fluoren-9-ylmethoxycarbonylamino)propionic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of 3-(4-benzyloxy-3-formylphenyl)-2-(9H-fluoren-9-ylmethoxycarbonylamino)propionic acid benzyl ester

There total 5 articles about 3-(4-benzyloxy-3-formylphenyl)-2-(9H-fluoren-9-ylmethoxycarbonylamino)propionic acid benzyl 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:

2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-(3-formyl-4-hydroxy-phenyl)-propionic acid + benzyl bromide (100-39-0) → 3-(4-benzyloxy-3-formylphenyl)-2-(9H-fluoren-9-ylmethoxycarbonylamino)propionic acid benzyl ester (881911-36-0)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1021/jm050910x

Reference yield:

Boc-Tyr-OH (3978-80-1) → 3-(4-benzyloxy-3-formylphenyl)-2-(9H-fluoren-9-ylmethoxycarbonylamino)propionic acid benzyl ester (881911-36-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 33 percent / aq. NaOH / 4 h / Heating

2.1: TFA / CH₂Cl₂ / 0.5 h / 20 °C

2.2: aq. Na₂CO₃ / dioxane / 20 °C

3.1: 758 mg / K₂CO₃; n-Bu₄NI / dimethylformamide / 20 °C

With sodium hydroxide; tetra-(n-butyl)ammonium iodide; potassium carbonate; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1039/b515432d

Reference yield:

2-(tert-butoxycarbonylamino)-3-(3-formyl-4-hydroxyphenyl)propanoic acid (186689-03-2) → 3-(4-benzyloxy-3-formylphenyl)-2-(9H-fluoren-9-ylmethoxycarbonylamino)propionic acid benzyl ester (881911-36-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: TFA / CH₂Cl₂ / 0.5 h / 20 °C

1.2: aq. Na₂CO₃ / dioxane / 20 °C

2.1: 758 mg / K₂CO₃; n-Bu₄NI / dimethylformamide / 20 °C

With tetra-(n-butyl)ammonium iodide; potassium carbonate; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1039/b515432d

upstream raw materials:

benzyl bromide

Boc-Tyr-OH

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

2-(tert-butoxycarbonylamino)-3-(3-formyl-4-hydroxyphenyl)propanoic acid

Downstream raw materials:

2-benzyloxy-5-[2-benzyloxycarbonyl-2-(9H-fluoren-9-ylmethoxycarbonylamino)ethyl]benzoic acid tert-butyl ester