N-(tert-butyloxycarbonyl)-3-(3-acetoxy-4-benzyloxyphenyl)-L-alanine benzyl ester

Base Information

• Chemical Name: N-(tert-butyloxycarbonyl)-3-(3-acetoxy-4-benzyloxyphenyl)-L-alanine benzyl ester
• CAS No.: 269745-74-6
• Molecular Formula: C₃₀H₃₃NO₇
• Molecular Weight: 519.595
• Mol file: 269745-74-6.mol

Synonyms:N-(tert-butyloxycarbonyl)-3-(3-acetoxy-4-benzyloxyphenyl)-L-alanine benzyl ester

Chemical Property of N-(tert-butyloxycarbonyl)-3-(3-acetoxy-4-benzyloxyphenyl)-L-alanine benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(tert-butyloxycarbonyl)-3-(3-acetoxy-4-benzyloxyphenyl)-L-alanine benzyl ester

There total 4 articles about N-(tert-butyloxycarbonyl)-3-(3-acetoxy-4-benzyloxyphenyl)-L-alanine 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: 81.0%

N-(tert-butyloxycarbonyl)-3-(3-acetyl-4-benzyloxyphenyl)-L-alanine benzyl ester (269745-73-5) → N-(tert-butyloxycarbonyl)-3-(3-acetoxy-4-benzyloxyphenyl)-L-alanine benzyl ester (269745-74-6)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃; for 168h;

DOI:10.1021/jo9913661

Reference yield:

(S)-3-(3-acetyl-4-hydroxyphenyl)-2-aminopropanoic acid hydrochloride (32404-28-7) → N-(tert-butyloxycarbonyl)-3-(3-acetoxy-4-benzyloxyphenyl)-L-alanine benzyl ester (269745-74-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 94 percent / NaHCO₃ / dioxane; H₂O / 20 °C

2: 91 percent / potassium carbonate; tetraethylammonium iodide / dimethylformamide / 20 °C

3: 81 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 168 h / 20 °C

With tetraethylammonium iodide; sodium hydrogencarbonate; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; In 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; 1: Substitution / 2: Esterification / 3: Oxidation;

DOI:10.1021/jo9913661

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → N-(tert-butyloxycarbonyl)-3-(3-acetoxy-4-benzyloxyphenyl)-L-alanine benzyl ester (269745-74-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 94 percent / NaHCO₃ / dioxane; H₂O / 20 °C

2: 91 percent / potassium carbonate; tetraethylammonium iodide / dimethylformamide / 20 °C

3: 81 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 168 h / 20 °C

With tetraethylammonium iodide; sodium hydrogencarbonate; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; In 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; 1: Substitution / 2: Esterification / 3: Oxidation;

DOI:10.1021/jo9913661

upstream raw materials:

N-(tert-butyloxycarbonyl)-3-(3-acetyl-4-benzyloxyphenyl)-L-alanine benzyl ester

di-tert-butyl dicarbonate

(S)-3-(3-acetyl-4-hydroxyphenyl)-2-aminopropanoic acid hydrochloride

N-(tert-butyloxycarbonyl)-3-(3-acetyl-4-hydroxyphenyl)-L-alanine

Downstream raw materials:

C₅₈H₅₄N₂O₁₁

C₅₈H₅₆N₂O₁₁

C₂₉H₂₆N₂O₅

C₃₁H₂₈N₂O₆