N-Succinimidyl 4-(2-pyridyldithio)butanoate

Base Information

• Chemical Name: N-Succinimidyl 4-(2-pyridyldithio)butanoate
• CAS No.: 115088-06-7
• Molecular Formula: C13H14N2O4S2
• Molecular Weight: 326.39
• Hs Code.: 29251900
• European Community (EC) Number: 634-558-7
• UNII: FAX2C2TAW1
• DSSTox Substance ID: DTXSID101347476
• Mol file: 115088-06-7.mol

Synonyms:N-succinimidyl-3-(2-pyridyldithio)butyrate;SPDB

Chemical Property of N-Succinimidyl 4-(2-pyridyldithio)butanoate

Chemical Property:

• PSA: 0.00000
• LogP: 0.00000
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 8
• Exact Mass: 326.03949928
• Heavy Atom Count: 21
• Complexity: 390

Purity/Quality:

99%min ^*data from raw suppliers

4-(Pyridin-2-yldisulfanyl)butyric acid N-Hydroxysuccinimide ester 90+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CC(=O)N(C1=O)OC(=O)CCCSSC2=CC=CC=N2

Technology Process of N-Succinimidyl 4-(2-pyridyldithio)butanoate

There total 4 articles about N-Succinimidyl 4-(2-pyridyldithio)butanoate 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: 86.65%

4-(pyridin-2-yldisulfanyl)butanoic acid (250266-79-6) + 1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) → 2,5-dioxopyrrolidin-1-yl 4-(pyridin-2-yldisulfanyl)butanoate (115088-06-7)

Guidance literature:

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; N,N-dimethyl acetamide; at 25 ℃; for 1h;

Reference yield: 84.8%

di(succinimido) carbonate (74124-79-1) + C9H11NO2S2*C12H23N (1229158-84-2) → 2,5-dioxopyrrolidin-1-yl 4-(pyridin-2-yldisulfanyl)butanoate (115088-06-7)

Guidance literature:

In methyl isobutyl ketone (MIBK); at 0 - 20 ℃; for 4.5h;

Reference yield:

2,2'-dipyridyldisulphide (2127-03-9) → 2,5-dioxopyrrolidin-1-yl 4-(pyridin-2-yldisulfanyl)butanoate (115088-06-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 56 percent / acetic acid / ethanol; ethyl acetate / 2 h

2: 31 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)butanoic acid

1-hydroxy-pyrrolidine-2,5-dione

2,2'-dipyridyldisulphide

di(succinimido) carbonate

Refernces

• 1、 -. "METHOD FOR PREPARING ACTIVATED ESTERS". Page/Page column 3-4. . Retrieved 2012/01/13.
• 2、 -. "Desmosine derivatives having a disulfide bond and preparation of artificial antigen using the same". . . Retrieved 2008/06/13.