(S)-3-benzyl-1,4-di(tert-butoxycarbonyl)piperazine-2,5-dione

Base Information

• Chemical Name: (S)-3-benzyl-1,4-di(tert-butoxycarbonyl)piperazine-2,5-dione
• CAS No.: 959865-80-6
• Molecular Formula: C₂₁H₂₈N₂O₆
• Molecular Weight: 404.463
• Mol file: 959865-80-6.mol

Synonyms:(S)-3-benzyl-1,4-di(tert-butoxycarbonyl)piperazine-2,5-dione

Chemical Property of (S)-3-benzyl-1,4-di(tert-butoxycarbonyl)piperazine-2,5-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-3-benzyl-1,4-di(tert-butoxycarbonyl)piperazine-2,5-dione

There total 1 articles about (S)-3-benzyl-1,4-di(tert-butoxycarbonyl)piperazine-2,5-dione 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%

di-tert-butyl dicarbonate (24424-99-5) + cyclo(Gly-Phe) (5037-75-2,10125-07-2,23927-19-7) → (S)-3-benzyl-1,4-di(tert-butoxycarbonyl)piperazine-2,5-dione (959865-80-6)

Guidance literature:

With dmap; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

DOI:10.1002/anie.200702132

Reference yield: 46.0%

(S)-3-benzyl-1,4-di(tert-butoxycarbonyl)piperazine-2,5-dione (959865-80-6) → 3-benzyl-1-(tert-butoxycarbonyl)-3-[(tert-butoxycarbonyl)amino]pyrrolidine-2,4-dione (959866-03-6) + (5S)-5-benzyl-1-(tert-butoxycarbonyl)-3-[(tert-butoxycarbonyl)amino]-4-hydroxy-3-pyrrolin-2-one (959866-02-5)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at 20 ℃; for 12h;

DOI:10.1002/anie.200702132

Reference yield: 12.0%

(S)-3-benzyl-1,4-di(tert-butoxycarbonyl)piperazine-2,5-dione (959865-80-6) → (S)-2-(4-benzyl-3-(tert-butoxycarbonyl)-2,5-dioxoimidazolidin-1-yl)acetic acid (1632153-51-5) + 5-benzyl-3-carboxymethyl-2,4-dioxoimidazolidine-1-carboxylic acid tert-butyl ester (1632153-63-9) + (S)-2-(3-(tert-butoxycarbonyl)-2,5-dioxoimidazolidin-1-yl)-3-phenylpropanoic acid (1632153-55-9) + (R)-2-(3-(tert-butoxycarbonyl)-2,5-dioxoimidazolidin-1-yl)-3-phenylpropanoic acid (1632153-64-0)

Guidance literature:

With potassium hydroxide; In tetrahydrofuran; at -15 - 25 ℃; for 6h; Inert atmosphere;

DOI:10.1055/s-0033-1340622

upstream raw materials:

di-tert-butyl dicarbonate

cyclo(Gly-Phe)

Downstream raw materials:

3-benzyl-1-(tert-butoxycarbonyl)-3-[(tert-butoxycarbonyl)amino]pyrrolidine-2,4-dione

(5S)-5-benzyl-1-(tert-butoxycarbonyl)-3-[(tert-butoxycarbonyl)amino]-4-hydroxy-3-pyrrolin-2-one

(S)-2-(4-benzyl-3-(tert-butoxycarbonyl)-2,5-dioxoimidazolidin-1-yl)acetic acid

5-benzyl-3-carboxymethyl-2,4-dioxoimidazolidine-1-carboxylic acid tert-butyl ester