N-[4-(N-Boc-isoindolin-5-yl)amino-4-oxobutyryl]-β-phenyl-β-alanine methyl ester

Base Information

• Chemical Name: N-[4-(N-Boc-isoindolin-5-yl)amino-4-oxobutyryl]-β-phenyl-β-alanine methyl ester
• CAS No.: 807627-84-5
• Molecular Formula: C₂₇H₃₃N₃O₆
• Molecular Weight: 495.576
• Mol file: 807627-84-5.mol

Synonyms:N-[4-(N-Boc-isoindolin-5-yl)amino-4-oxobutyryl]-β-phenyl-β-alanine methyl ester

Chemical Property of N-[4-(N-Boc-isoindolin-5-yl)amino-4-oxobutyryl]-β-phenyl-β-alanine methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[4-(N-Boc-isoindolin-5-yl)amino-4-oxobutyryl]-β-phenyl-β-alanine methyl ester

There total 8 articles about N-[4-(N-Boc-isoindolin-5-yl)amino-4-oxobutyryl]-β-phenyl-β-alanine 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: 82.0%

methyl 3-amino-3-phenylpropionate hydrochloride (22838-46-6,88831-43-0,127022-80-4,144494-72-4) + 4-[N-(t-butoxycarbonyl)-isoindoline-5-yl]amino-4-oxobutyric acid (807627-82-3) → N-[4-(N-Boc-isoindolin-5-yl)amino-4-oxobutyryl]-β-phenyl-β-alanine methyl ester (807627-84-5)

Guidance literature:

4-[N-(t-butoxycarbonyl)-isoindoline-5-yl]amino-4-oxobutyric acid; With triethylamine; isobutyl chloroformate; In chloroform; at -10 ℃; for 0.5h;

methyl 3-amino-3-phenylpropionate hydrochloride; In chloroform; at -10 - 20 ℃; for 1.25h;

DOI:10.1134/S1070428006080124

Reference yield:

tert-butyl 5-nitroisoindoline-2-carboxylate (400727-63-1) → N-[4-(N-Boc-isoindolin-5-yl)amino-4-oxobutyryl]-β-phenyl-β-alanine methyl ester (807627-84-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: hydrazine hydrate / Pd/C / dioxane / 60 °C

2.1: CHCl₃ / 0.5 h / Heating

3.1: triethylamine; isobutyl chloroformate / CHCl₃ / 0.5 h / -10 °C

3.2: 82 percent / CHCl₃ / 1.25 h / -10 - 20 °C

With hydrazine hydrate; triethylamine; isobutyl chloroformate; palladium on activated charcoal; In 1,4-dioxane; chloroform;

DOI:10.1134/S1070428006080124

Reference yield:

5-nitroisoindoline hydrobromide → N-[4-(N-Boc-isoindolin-5-yl)amino-4-oxobutyryl]-β-phenyl-β-alanine methyl ester (807627-84-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 94 percent / Na₂CO₃ / CHCl₃ / 5 h / 20 °C

2.1: hydrazine hydrate / Pd/C / dioxane / 60 °C

3.1: CHCl₃ / 0.5 h / Heating

4.1: triethylamine; isobutyl chloroformate / CHCl₃ / 0.5 h / -10 °C

4.2: 82 percent / CHCl₃ / 1.25 h / -10 - 20 °C

With sodium carbonate; hydrazine hydrate; triethylamine; isobutyl chloroformate; palladium on activated charcoal; In 1,4-dioxane; chloroform;

DOI:10.1134/S1070428006080124

upstream raw materials:

methyl 3-amino-3-phenylpropanoate

methyl 3-amino-3-phenylpropionate hydrochloride

4-[N-(t-butoxycarbonyl)-isoindoline-5-yl]amino-4-oxobutyric acid

di-tert-butyl dicarbonate

Downstream raw materials:

N-[4-(N-Boc-isoindolin-5-yl)amino-4-oxobutyryl]-β-phenyl-β-alanine