Bis(2,5-dioxopyrrolidin-1-YL) nonanedioate

Base Information

• Chemical Name: Bis(2,5-dioxopyrrolidin-1-YL) nonanedioate
• CAS No.: 106664-96-4
• Molecular Formula: C17H22N2O8
• Molecular Weight: 382.36500
• DSSTox Substance ID: DTXSID70545852
• Nikkaji Number: J2.066.708G
• Wikidata: Q82423481
• Mol file: 106664-96-4.mol

Synonyms:106664-96-4;Nonanedioic acid 1,9-bis(2,5-dioxo-1-pyrrolidinyl) ester;BIS(2,5-DIOXOPYRROLIDIN-1-YL) NONANEDIOATE;SCHEMBL1870550;DTXSID70545852;G66905;Nonanedioic acid 1,9-bis(2,5-dioxo-1-pyrrolidinyl)ester;1,1'-[(1,9-Dioxononane-1,9-diyl)bis(oxy)]di(pyrrolidine-2,5-dione)

Chemical Property of Bis(2,5-dioxopyrrolidin-1-YL) nonanedioate

Chemical Property:

• Melting Point: 102-103 °C(Solv: ethanol (64-17-5); acetonitrile (75-05-8))
• Boiling Point: 523.1±60.0 °C(Predicted)
• PSA: 127.36000
• Density: 1.37±0.1 g/cm3(Predicted)
• LogP: 0.80730
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 12
• Exact Mass: 382.13761566
• Heavy Atom Count: 27
• Complexity: 559

Purity/Quality:

98%min ^*data from raw suppliers

NONANEDIOIC ACID 1,9-BIS(2,5-DIOXO-1-PYRROLIDINYL) ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=O)N(C1=O)OC(=O)CCCCCCCC(=O)ON2C(=O)CCC2=O

Technology Process of Bis(2,5-dioxopyrrolidin-1-YL) nonanedioate

There total 2 articles about Bis(2,5-dioxopyrrolidin-1-YL) nonanedioate 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:

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + azelaoyl chloride (123-98-8) → bis(2,5-dioxopyrrolidin-1-yl) nonanedioate (106664-96-4)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 0 - 20 ℃;

DOI:10.1016/j.bmcl.2012.01.024

Reference yield:

azelaic acid (123-99-9,26776-28-3) + 1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) → bis(2,5-dioxopyrrolidin-1-yl) nonanedioate (106664-96-4)

Guidance literature:

With dicyclohexyl-carbodiimide; In tetrahydrofuran; for 8h;

Reference yield:

C31H28N2O5 (1364814-32-3) + bis(2,5-dioxopyrrolidin-1-yl) nonanedioate (106664-96-4) → (6-(1-(2-(benzo[d][1,3]dioxol-5-yl)-N-cyclopropylacetamido)-2-(benzylamino)-2-oxoethyl)naphthalen-2-yl) (2,5-dioxopyrrolidin-1-yl) nonanedioate (1364814-43-6)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃;

DOI:10.1016/j.bmcl.2012.01.024

upstream raw materials:

azelaic acid

1-hydroxy-pyrrolidine-2,5-dione

azelaoyl chloride

Downstream raw materials:

(6-(1-(2-(benzo[d][1,3]dioxol-5-yl)-N-cyclopropylacetamido)-2-(benzylamino)-2-oxoethyl)naphthalen-2-yl) (2,5-dioxopyrrolidin-1-yl) nonanedioate

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