L-Aspartic acid, N-(2-bromoethyl)-N-[2-(1,1-dimethylethoxy)-2-oxoethyl]-, 1-(1,1-dimethylethyl) 4-(phenylmethyl) ester

Base Information

• Chemical Name: L-Aspartic acid, N-(2-bromoethyl)-N-[2-(1,1-dimethylethoxy)-2-oxoethyl]-, 1-(1,1-dimethylethyl) 4-(phenylmethyl) ester
• CAS No.: 873200-46-5
• Molecular Formula: C23H34BrNO6
• Molecular Weight: 500.43
• Mol file: 873200-46-5.mol

Synonyms:

Chemical Property of L-Aspartic acid, N-(2-bromoethyl)-N-[2-(1,1-dimethylethoxy)-2-oxoethyl]-, 1-(1,1-dimethylethyl) 4-(phenylmethyl) ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of L-Aspartic acid, N-(2-bromoethyl)-N-[2-(1,1-dimethylethoxy)-2-oxoethyl]-, 1-(1,1-dimethylethyl) 4-(phenylmethyl) ester

There total 2 articles about L-Aspartic acid, N-(2-bromoethyl)-N-[2-(1,1-dimethylethoxy)-2-oxoethyl]-, 1-(1,1-dimethylethyl) 4-(phenylmethyl) 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: 62.4%

N-(tert-butyloxycarbonylmethyl)-L-aspartic acid-β-benzyl-α-tert-butyl ester (873200-45-4) + 2-bromoethyl triflate (103935-47-3) → N-bromoethyl-N-(tert-butyloxycarbonylmethyl)-L-aspartic acid β-benzyl α-tert-butyl ester (873200-46-5)

Guidance literature:

With 2,6-dimethylpyridine; In toluene; at -15 - 20 ℃; Inert atmosphere;

DOI:10.1039/c5ra15071j

Reference yield:

(S)-2-amino-4-(benzyloxy)-4-oxobutanoic acid (2177-63-1,25248-99-1) → N-bromoethyl-N-(tert-butyloxycarbonylmethyl)-L-aspartic acid β-benzyl α-tert-butyl ester (873200-46-5)

Guidance literature:

Multi-step reaction with 3 steps

1: perchloric acid / 18 h / 20 °C

2: acetonitrile; aq. phosphate buffer / 18 h / 20 °C / pH 8

3: 2,6-dimethylpyridine / toluene / -15 - 20 °C / Inert atmosphere

With 2,6-dimethylpyridine; perchloric acid; In aq. phosphate buffer; toluene; acetonitrile;

DOI:10.1039/c5ra15071j

Reference yield: 42.4%

N-bromoethyl-N-(tert-butyloxycarbonylmethyl)-L-aspartic acid β-benzyl α-tert-butyl ester (873200-46-5) + aminomethylphosphonic acid di-tert-butyl ester (178676-12-5) → N,N'-[[[[bis(1,1-dimethylethoxy)phosphinyl]methyl]imino]di-2,1-ethanediyl]bis[N-[2-(1,1-dimethylethoxy)-2-oxoethyl]-L-aspartic acid] 1,1'-bis(1,1-dimethylethyl) 4,4'-bis(phenylmethyl)ester

Guidance literature:

In aq. phosphate buffer; acetonitrile; for 30h; pH=8;

DOI:10.1039/c5ra15071j

upstream raw materials:

N-(tert-butyloxycarbonylmethyl)-L-aspartic acid-β-benzyl-α-tert-butyl ester

2-bromoethyl triflate

(S)-2-amino-4-(benzyloxy)-4-oxobutanoic acid