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

Base Information

• Chemical Name: Bis(2,5-dioxopyrrolidin-1-YL) heptanedioate
• CAS No.: 74648-14-9
• Molecular Formula: C15H18N2O8
• Molecular Weight: 354.317
• European Community (EC) Number: 878-610-9
• DSSTox Substance ID: DTXSID10545851
• Nikkaji Number: J277.741J
• Wikidata: Q82423480
• Mol file: 74648-14-9.mol

Synonyms:74648-14-9;BIS(2,5-DIOXOPYRROLIDIN-1-YL) HEPTANEDIOATE;Di(N-succinimidyl) Pimelate;2,5-Pyrrolidinedione, 1,1'-[(1,7-dioxo-1,7-heptanediyl)bis(oxy)]bis-;LCZC1068;SCHEMBL14963998;DTXSID10545851;MFCD01318519;AKOS037478236;CS-7062;D5872;E84110;BIS(2,5-DIOXOPYRROLIDIN-1-YL)HEPTANEDIOATE;1,1'-[(1,7-Dioxoheptane-1,7-diyl)bis(oxy)]di(pyrrolidine-2,5-dione)

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

Chemical Property:

• PSA: 127.36000
• LogP: 0.02710
• XLogP3: -0.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 10
• Exact Mass: 354.10631554
• Heavy Atom Count: 25
• Complexity: 531

Purity/Quality:

99%, ^*data from raw suppliers

Di(N-succinimidyl)pimelate,98%(HPLC) 98%(HPLC) ^*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)CCCCCC(=O)ON2C(=O)CCC2=O

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

There total 2 articles about Bis(2,5-dioxopyrrolidin-1-YL) heptanedioate 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: 100.0%

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + heptanedioic acid (111-16-0) → 1-({7-[(2,5-dioxo-1-pyrrolidinyl)oxy]-7-oxoheptanoyl}-oxy)-2,5-pyrrolidine-dione (74648-14-9)

Guidance literature:

With dicyclohexyl-carbodiimide; In tetrahydrofuran; at 20 ℃; for 18h;

DOI:10.1021/ja0578698

Reference yield: 90.0%

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + pimeloyl chloride (142-79-0) → 1-({7-[(2,5-dioxo-1-pyrrolidinyl)oxy]-7-oxoheptanoyl}-oxy)-2,5-pyrrolidine-dione (74648-14-9)

Guidance literature:

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

DOI:10.1016/j.bmc.2009.04.072

Reference yield: 44.0%

1-({7-[(2,5-dioxo-1-pyrrolidinyl)oxy]-7-oxoheptanoyl}-oxy)-2,5-pyrrolidine-dione (74648-14-9) + 4-methoxy-aniline (104-94-9) → 6-(4-methoxyphenylcarbamoyl)hexanoic acid 2,5-dioxopyrrolidin-1-yl ester (876760-85-9)

Guidance literature:

In dichloromethane; at 20 ℃; for 36h;

DOI:10.1021/ja0578698

upstream raw materials:

1-hydroxy-pyrrolidine-2,5-dione

heptanedioic acid

pimeloyl chloride

Downstream raw materials:

6-(4-methoxyphenylcarbamoyl)hexanoic acid 2,5-dioxopyrrolidin-1-yl ester

N-{7-[(2,5-dioxopyrrolidin-1-yl)oxy]-7-oxoheptanoyl}-L-valyl-N-[4-({[(2-{[(3R,5S,7R,8R)-7-{(1E,3E)-5-[(2S,3S,5R,6R)-5-{[(2Z,4S)-4-(acetyloxy)pent-2-enoyl]amino}-3,6-dimethyltetrahydro-2H-pyran-2-yl]-3-methylpenta-1,3-dien-1-yl}-8-hydroxy-1,6-dioxaspiro[2.5]oct-5-yl]acetyl} hydrazinyl)carbonyl]oxy}methyl)phenyl]-N⁵-carbamoyl-L-ornithinamide

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