Bis(2,5-dioxopyrrolidin-1-yl) oxalate

Base Information

• Chemical Name: Bis(2,5-dioxopyrrolidin-1-yl) oxalate
• CAS No.: 57296-03-4
• Molecular Formula: C10H8 N2 O8
• Molecular Weight: 284.182
• Hs Code.: 2925190090
• European Community (EC) Number: 628-823-6
• DSSTox Substance ID: DTXSID50205907
• Nikkaji Number: J1.388.158H
• Wikidata: Q83079641
• Mol file: 57296-03-4.mol

Synonyms:disuccinimidyl oxalate;disuccinimidyloxalate

Chemical Property of Bis(2,5-dioxopyrrolidin-1-yl) oxalate

Chemical Property:

• Vapor Pressure: 1.58E-07mmHg at 25°C
• Melting Point: 239 °C (dec.)(lit.)
• Boiling Point: 427.9°Cat760mmHg
• Flash Point: 212.6°C
• PSA: 127.36000
• Density: 1.72g/cm³
• LogP: -1.92340
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: -1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 5
• Exact Mass: 284.02806522
• Heavy Atom Count: 20
• Complexity: 459

Purity/Quality:

98%,99%, ^*data from raw suppliers

bis(2,5-Dioxopyrrolidin-1-yl)oxalate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Succinimides
• Canonical SMILES: C1CC(=O)N(C1=O)OC(=O)C(=O)ON2C(=O)CCC2=O

Technology Process of Bis(2,5-dioxopyrrolidin-1-yl) oxalate

There total 1 articles about Bis(2,5-dioxopyrrolidin-1-yl) oxalate 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: 80.0%

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + oxalyl dichloride (79-37-8) → N,N’-disuccinimidyl oxalate (57296-03-4)

Guidance literature:

With pyridine; Ambient temperature;

DOI:10.1016/S0040-4039(00)85923-7

Reference yield: 81.0%

N,N’-disuccinimidyl oxalate (57296-03-4) + (4R)-3-(tert-butoxycarbonyl)-2-phenylthiazolidine-4-carboxylic acid (106086-10-6) → N-Oxysuccinimide N'-tert-butyloxycarbonyl-2-phenylthiazolidine-4-carboxylate (106086-12-8)

Guidance literature:

With pyridine; In N,N-dimethyl-formamide; for 2h; Ambient temperature;

DOI:10.1007/BF01148643

Reference yield: 44.0%

EGEGE-GG-Nle-c(DHfRWK) + N,N’-disuccinimidyl oxalate (57296-03-4) → C73H100N22O24

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 0.166667h; Inert atmosphere;

DOI:10.3390/ph14060547

upstream raw materials:

1-hydroxy-pyrrolidine-2,5-dione

oxalyl dichloride

Downstream raw materials:

(N-benzyloxycarbonyl)-L-alanine N-hydroxysuccinimide ester

2,5-dioxopyrrolidin-1-yl (2S)-2-(((benzyloxy)carbonyl)amino)-3-methylbutanoate

N-(benzyloxycarbonyl)-phenylalanine-N-hydroxysuccinimide ester

N-Oxysuccinimide N'-tert-butyloxycarbonyl-2-phenylthiazolidine-4-carboxylate

Refernces

• 1、 Takeda, Kazuyoshi,Sawada, Izumi,Suzuki, Akira,Ogura, Haruo. "A Convenient Synthesis of Peptide Using Oxallates". . p. 4451 - 4454. Retrieved 2007/10/02.