1-Benzyl-3-N-Cbz-amino-2,5-dioxo-pyrrolidine

Base Information

• Chemical Name: 1-Benzyl-3-N-Cbz-amino-2,5-dioxo-pyrrolidine
• CAS No.: 1219424-59-5
• Molecular Formula: C₁₉H₁₈N₂O₄
• Molecular Weight: 338.363
• Hs Code.: 2925190090
• Mol file: 1219424-59-5.mol

Synonyms:Benzyl (1-benzyl-2,5-dioxopyrrolidin-3-yl)carbamate

Chemical Property of 1-Benzyl-3-N-Cbz-amino-2,5-dioxo-pyrrolidine

Chemical Property:

• Boiling Point: 597.1±50.0 °C(Predicted)
• PKA: 10.29±0.20(Predicted)
• PSA: 79.20000
• Density: 1.31±0.1 g/cm3(Predicted)
• LogP: 2.38280
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

98%Min ^*data from raw suppliers

1-Benzyl-3-N-Cbz-amino-2,5-dioxopyrrolidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-Benzyl-3-N-Cbz-amino-2,5-dioxo-pyrrolidine

There total 21 articles about 1-Benzyl-3-N-Cbz-amino-2,5-dioxo-pyrrolidine 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: 77.0%

benzylamine (100-46-9) + benzyl (2,5-dioxotetrahydrofuran-3-yl)carbamate (35739-00-5) → benzyl (1-benzyl-2-5-dioxopyrrolidin-3-yl)carbamate (1219424-59-5)

Guidance literature:

With triethylamine; In toluene; for 6h; Reflux; Inert atmosphere;

DOI:10.1021/acs.jmedchem.0c00377

Reference yield: 77.0%

benzylamine (100-46-9) + N-benzyloxycarbonyl-L-aspartic acid anhydride (4515-23-5) → (S)-(1-benzyl-2,5-dioxo-pyrrolidin-3-yl)carbamic acid benzyl ester (124166-11-6,1219424-59-5)

Guidance literature:

toluene-4-sulfonic acid; In DMF (N,N-dimethyl-formamide); toluene; at 22 - 110 ℃; for 31h; Heating / reflux; Azeotropic dehydratation;

Reference yield: 65.0%

3-(S)-N-benzyloxycarbonylaminopyrrolidine-2,5-dione (60846-91-5) + benzyl bromide (100-39-0) → (S)-(1-benzyl-2,5-dioxo-pyrrolidin-3-yl)carbamic acid benzyl ester (124166-11-6,1219424-59-5)

Guidance literature:

With sodium hydroxide; tetra-(n-butyl)ammonium iodide; In dichloromethane; for 4h;

DOI:10.1016/S0957-4166(00)82081-9

upstream raw materials:

3-(S)-N-benzyloxycarbonylaminopyrrolidine-2,5-dione

benzyl bromide

N-benzyloxycarbonyl-D-asparagine methyl ester

N-benzyloxy-carbonyl-DL-asparagine

Refernces

• 1、 -. "Compound with TNF-alpha inhibition activity and application thereof". . . Retrieved 2020/07/13.
• 2、 -. "Preparation of n-protected-3-pyrrolidine-lactam substituted phosphonium salts". . . Retrieved 2008/06/13.