N,N-bis[2-[N',N'-bis[(tert-butoxycarbonyl)methyl]amino]ethyl]-L-aspartic acid, benzyl ester

Base Information

• Chemical Name: N,N-bis[2-[N',N'-bis[(tert-butoxycarbonyl)methyl]amino]ethyl]-L-aspartic acid, benzyl ester
• CAS No.: 308821-54-7
• Molecular Formula: C₄₃H₇₁N₃O₁₂
• Molecular Weight: 822.05
• Mol file: 308821-54-7.mol

Synonyms:N,N-bis[2-[N',N'-bis[(tert-butoxycarbonyl)methyl]amino]ethyl]-L-aspartic acid, benzyl ester

Chemical Property of N,N-bis[2-[N',N'-bis[(tert-butoxycarbonyl)methyl]amino]ethyl]-L-aspartic acid, benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N,N-bis[2-[N',N'-bis[(tert-butoxycarbonyl)methyl]amino]ethyl]-L-aspartic acid, benzyl ester

There total 3 articles about N,N-bis[2-[N',N'-bis[(tert-butoxycarbonyl)methyl]amino]ethyl]-L-aspartic 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: 94.0%

(S)-4-(benzyloxy)-1-(tert-butoxy)-1,4-dioxobutan-2-aminium chloride (52615-97-1) + N-(2-bromoethyl)-N-[2-(1,1-dimethylethoxy)-2-oxoethyl]glycine 1,1-dimethylethyl ester (146432-43-1) → N,N-bis[2-[N',N'-bis[(tert-butoxycarbonyl)methyl]amino]ethyl]-L-aspartic acid, benzyl ester (308821-54-7)

Guidance literature:

With phosphate buffer; In acetonitrile; at 22 - 25 ℃; for 3h; pH=7.0;

DOI:10.1080/00397910008087003

Reference yield:

bromoacetic acid tert-butyl ester (5292-43-3) → N,N-bis[2-[N',N'-bis[(tert-butoxycarbonyl)methyl]amino]ethyl]-L-aspartic acid, benzyl ester (308821-54-7)

Guidance literature:

Multi-step reaction with 3 steps

1: NaHCO₃ / dimethylformamide / 16 h / 22 - 25 °C

2: 341.6 g / CBr₄; PPh₃ / CH₂Cl₂ / 12 h / 23 - 30 °C

3: 94 percent / phosphate buffer / acetonitrile / 3 h / 22 - 25 °C / pH 7.0

With phosphate buffer; carbon tetrabromide; sodium hydrogencarbonate; triphenylphosphine; In dichloromethane; N,N-dimethyl-formamide; acetonitrile; 1: Alkylation / 2: Substitution / 3: Alkylation;

DOI:10.1080/00397910008087003

Reference yield:

[tert-Butoxycarbonylmethyl-(2-hydroxy-ethyl)-amino]-acetic acid tert-butyl ester (146432-41-9) → N,N-bis[2-[N',N'-bis[(tert-butoxycarbonyl)methyl]amino]ethyl]-L-aspartic acid, benzyl ester (308821-54-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 341.6 g / CBr₄; PPh₃ / CH₂Cl₂ / 12 h / 23 - 30 °C

2: 94 percent / phosphate buffer / acetonitrile / 3 h / 22 - 25 °C / pH 7.0

With phosphate buffer; carbon tetrabromide; triphenylphosphine; In dichloromethane; acetonitrile; 1: Substitution / 2: Alkylation;

DOI:10.1080/00397910008087003

upstream raw materials:

(S)-4-(benzyloxy)-1-(tert-butoxy)-1,4-dioxobutan-2-aminium chloride

N-(2-bromoethyl)-N-[2-(1,1-dimethylethoxy)-2-oxoethyl]glycine 1,1-dimethylethyl ester

bromoacetic acid tert-butyl ester

[tert-Butoxycarbonylmethyl-(2-hydroxy-ethyl)-amino]-acetic acid tert-butyl ester