2,5-Dioxopyrrolidin-1-yl dodecanoate

Base Information

• Chemical Name: 2,5-Dioxopyrrolidin-1-yl dodecanoate
• CAS No.: 14565-47-0
• Molecular Formula: C16H27 N O4
• Molecular Weight: 297.395
• Hs Code.: 2925190090
• DSSTox Substance ID: DTXSID30384360
• Nikkaji Number: J1.718.293E
• Wikidata: Q82176454
• Mol file: 14565-47-0.mol

Synonyms:14565-47-0;Lauric acid-OSu;2,5-dioxopyrrolidin-1-yl dodecanoate;Succinimidyl laurate;Dodecanoic acid-OSu;LAURIC ACID N-HYDROXY-SUCCINIMIDE ESTER;(2,5-dioxopyrrolidin-1-yl) Dodecanoate;Lauric acid N-hydroxysuccinimide ester;2,5-Dioxopyrrolidin-1-yldodecanoate;N-lauroyloxysuccinimide;SCHEMBL2100267;DTXSID30384360;Dodecanoic acid succinimidyl ester;CCG-43579;MFCD00050401;AS-64169;CS-0037279;W12503;A928635;J-008134;SR-01000633486-1;Lauric acid N-hydroxysuccinimide ester, >=98% (TLC)

Chemical Property of 2,5-Dioxopyrrolidin-1-yl dodecanoate

Chemical Property:

• Vapor Pressure: 2.31E-06mmHg at 25°C
• Melting Point: 76-77 °C
• Refractive Index: 1.489
• Boiling Point: 392.3°Cat760mmHg
• Flash Point: 191.1°C
• PSA: 63.68000
• Density: 1.07g/cm³
• LogP: 3.45240
• Storage Temp.: −20°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 12
• Exact Mass: 297.19400834
• Heavy Atom Count: 21
• Complexity: 338

Purity/Quality:

97% ^*data from raw suppliers

2,5-Dioxopyrrolidin-1-yldodecanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCC(=O)ON1C(=O)CCC1=O

Technology Process of 2,5-Dioxopyrrolidin-1-yl dodecanoate

There total 7 articles about 2,5-Dioxopyrrolidin-1-yl dodecanoate 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%

lauric acid (143-07-7) + 1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) → N-succinimidyl laurate (14565-47-0)

Guidance literature:

With dicyclohexyl-carbodiimide; In dichloromethane; for 24h;

DOI:10.1021/jacs.5b01794

Reference yield: 100.0%

lauric acid (143-07-7) + di(succinimido) carbonate (74124-79-1) → N-succinimidyl laurate (14565-47-0)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 40 ℃; for 1h;

Reference yield: 71.0%

→ N-succinimidyl laurate (14565-47-0)

Guidance literature:

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 0 - 20 ℃; for 12h;

upstream raw materials:

lauric acid

1-hydroxy-pyrrolidine-2,5-dione

Succinimide

di(succinimido) carbonate

Downstream raw materials:

N-Lauroyl-L-valine

(S)-methyl 2-(dodecanamido)-3-(4-hydroxyphenyl)propanoate

N-<(2S,2'S)-2-<2-(dodecanoylamino)-5-hydroxypentyloxy>propanoyl>-L-alanyl-D-isoglutamine benzyl ester

N-Lauroylserine