N-succinimidyl 4-(2-pyridyldithio)pentanoate

Base Information

• Chemical Name: N-succinimidyl 4-(2-pyridyldithio)pentanoate
• CAS No.: 341498-08-6
• Molecular Formula: C14H16N2O4S2
• Molecular Weight: 340.41784
• European Community (EC) Number: 636-474-6
• DSSTox Substance ID: DTXSID501347666
• Mol file: 341498-08-6.mol

Synonyms:341498-08-6;N-succinimidyl 4-(2-pyridyldithio)pentanoate;SPP;2,5-dioxopyrrolidin-1-yl 4-(pyridin-2-yldisulfaneyl)pentanoate;(2,5-dioxopyrrolidin-1-yl) 4-(pyridin-2-yldisulfanyl)pentanoate;MFCD20230233;2,5-Pyrrolidinedione, 1-[[1-oxo-4-(2-pyridinyldithio)pentyl]oxy]-;SCHEMBL109627;DTXSID501347666;AKOS027256936;MS-25200;PD126115;SY034488;HY-128926;n-succinimidyl4-(2-pyridyldithio)pentanoate;CS-0102531;F87479;A918931;2,5-dioxopyrrolidin-1-yl 4-(pyridin-2-yldisulfanyl)pentanoate;1-{[4-(2-Pyridinyldisulfanyl)pentanoyl]oxy}-2,5-pyrrolidinedione

Chemical Property of N-succinimidyl 4-(2-pyridyldithio)pentanoate

Chemical Property:

• PSA: 127.17000
• LogP: 2.53570
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 8
• Exact Mass: 340.05514934
• Heavy Atom Count: 22
• Complexity: 417

Purity/Quality:

97% ^*data from raw suppliers

4-(Pyridin-2-yldisulfanyl)pentanoic acid N-Hydroxy succinimide ester 90+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CCC(=O)ON1C(=O)CCC1=O)SSC2=CC=CC=N2

Technology Process of N-succinimidyl 4-(2-pyridyldithio)pentanoate

There total 6 articles about N-succinimidyl 4-(2-pyridyldithio)pentanoate 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: 45.0%

(±)-4-(pyridin-2-yldisulfanyl)pentanoic acid (452072-22-9) + 1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) → 2,5-dioxopyrrolidin-1-yl 4-(pyridin-2-yldisulfaneyl)pentanoate (341498-08-6)

Guidance literature:

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; for 2h;

DOI:10.1021/jm060319f

Reference yield:

(±)-4-(pyridin-2-yldisulfanyl)pentanoic acid (452072-22-9) → 2,5-dioxopyrrolidin-1-yl 4-(pyridin-2-yldisulfaneyl)pentanoate (341498-08-6)

Guidance literature:

at 20 ℃; for 2.25h;

Reference yield:

4-mercapto-pentanoic acid (125791-83-5) → 2,5-dioxopyrrolidin-1-yl 4-(pyridin-2-yldisulfaneyl)pentanoate (341498-08-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 21.4 percent / acetic acid / ethanol; ethyl acetate / 2 h

2: 45 percent / 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide*HCl / CH₂Cl₂ / 2 h

With acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In ethanol; dichloromethane; ethyl acetate;

DOI:10.1021/jm060319f

upstream raw materials:

(±)-4-(pyridin-2-yldisulfanyl)pentanoic acid

1-hydroxy-pyrrolidine-2,5-dione

4-mercapto-pentanoic acid

2,2'-dipyridyldisulphide

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