N-[4-(tert-butyloxycarbonylaminoacetylamino)benzoyl]methionine methyl ester

Base Information

• Chemical Name: N-[4-(tert-butyloxycarbonylaminoacetylamino)benzoyl]methionine methyl ester
• CAS No.: 309957-32-2
• Molecular Formula: C₂₀H₂₉N₃O₆S
• Molecular Weight: 439.533
• Mol file: 309957-32-2.mol

Synonyms:N-[4-(tert-butyloxycarbonylaminoacetylamino)benzoyl]methionine methyl ester

Chemical Property of N-[4-(tert-butyloxycarbonylaminoacetylamino)benzoyl]methionine methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of N-[4-(tert-butyloxycarbonylaminoacetylamino)benzoyl]methionine methyl ester

There total 1 articles about N-[4-(tert-butyloxycarbonylaminoacetylamino)benzoyl]methionine 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: 99.0%

BOC-glycine (4530-20-5) + N-(4-aminobenzoyl)-L-methionine methyl ester (154383-61-6) → N-[4-(tert-butyloxycarbonylaminoacetylamino)benzoyl]methionine methyl ester (309957-32-2)

Guidance literature:

BOC-glycine; With 4-methyl-morpholine; isobutyl chloroformate; In N,N-dimethyl-formamide; at -15 ℃; for 0.0833333h;

N-(4-aminobenzoyl)-L-methionine methyl ester; In N,N-dimethyl-formamide; at -15 - 20 ℃;

DOI:10.1016/S0968-0896(00)00173-5

Reference yield:

N-[4-(tert-butyloxycarbonylaminoacetylamino)benzoyl]methionine methyl ester (309957-32-2) → (S)-2-[4-(2-Amino-acetylamino)-benzoylamino]-4-methylsulfanyl-butyric acid methyl ester; hydrochloride

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; at 20 ℃; for 2h;

DOI:10.1016/S0968-0896(00)00173-5

Reference yield:

N-[4-(tert-butyloxycarbonylaminoacetylamino)benzoyl]methionine methyl ester (309957-32-2) → (S)-2-[4-(2-Hexadecanoylamino-acetylamino)-benzoylamino]-4-methylsulfanyl-butyric acid methyl ester

Guidance literature:

Multi-step reaction with 2 steps

1: aq. HCl / dioxane / 2 h / 20 °C

2: 800 mg / N-methylmorpholine / CH₂Cl₂ / 0 - 20 °C

With 4-methyl-morpholine; hydrogenchloride; In 1,4-dioxane; dichloromethane; 1: carbamate cleavage / 2: Acylation;

DOI:10.1016/S0968-0896(00)00173-5

upstream raw materials:

BOC-glycine

N-(4-aminobenzoyl)-L-methionine methyl ester