2,5-Dioxopyrrolidin-1-yl 6-acrylamidohexanoate

Base Information

• Chemical Name: 2,5-Dioxopyrrolidin-1-yl 6-acrylamidohexanoate
• CAS No.: 63392-86-9
• Molecular Formula: C₁₃H₁₈N₂O₅
• Molecular Weight: 282.296
• Hs Code.: 2925190090
• DSSTox Substance ID: DTXSID10376324
• Nikkaji Number: J1.356.419A
• Wikidata: Q82165247
• Mol file: 63392-86-9.mol

Synonyms:63392-86-9;2,5-Dioxopyrrolidin-1-yl 6-acrylamidohexanoate;(2,5-dioxopyrrolidin-1-yl) 6-(prop-2-enoylamino)hexanoate;6-((Acryloyl)amino)hexanoic acid succinimidyl ester;Hexanoic acid, 6-[(1-oxo-2-propen-1-yl)amino]-,2,5-dioxo-1-pyrrolidinyl ester;Acryloyl-X SE;SCHEMBL4335257;DTXSID10376324;AQKLDBRFLGEHCJ-UHFFFAOYSA-N;BS-48736;CS-0163155;FT-0620790;2,5-Dioxopyrrolidin-1-yl6-acrylamidohexanoate;N-[6-Oxo-6-(succinimidyloxy)hexyl]acrylamide;E75748;6-[(acryloyl)amino]hexanoic acid, succinimidyl ester;N-{6-[(2,5-Dioxopyrrolidin-1-yl)oxy]-6-oxohexyl}prop-2-enamide;Hexanoic acid,6-[(1-oxo-2-propen-1-yl)amino]-,2,5-dioxo-1-pyrrolidinyl ester

Chemical Property of 2,5-Dioxopyrrolidin-1-yl 6-acrylamidohexanoate

Chemical Property:

• PKA: 14.97±0.46(Predicted)
• PSA: 92.78000
• Density: 1.23g/cm3
• LogP: 0.78500
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 9
• Exact Mass: 282.12157168
• Heavy Atom Count: 20
• Complexity: 403

Purity/Quality:

97% ^*data from raw suppliers

6-((ACRYLOYL)AMINO)HEXANOIC ACID SUCCINIMIDYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CC(=O)NCCCCCC(=O)ON1C(=O)CCC1=O

Technology Process of 2,5-Dioxopyrrolidin-1-yl 6-acrylamidohexanoate

There total 3 articles about 2,5-Dioxopyrrolidin-1-yl 6-acrylamidohexanoate 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) + N-acryloyl-6-aminohexanoic acid (20766-85-2) → (2,5-Dioxopyrrolidin-1-yl) 6-(prop-2-enoylamino)hexanoate (63392-86-9)

Guidance literature:

With dicyclohexyl-carbodiimide; In tetrahydrofuran; at 0 ℃; for 12h;

DOI:10.1246/cl.150311

Reference yield:

6-aminohexanoic acid (60-32-2,93208-38-9) → (2,5-Dioxopyrrolidin-1-yl) 6-(prop-2-enoylamino)hexanoate (63392-86-9)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydroxide / water; tetrahydrofuran / 2 h / 20 °C / pH 10

2: dicyclohexyl-carbodiimide / tetrahydrofuran / 12 h / 0 °C

With dicyclohexyl-carbodiimide; sodium hydroxide; In tetrahydrofuran; water;

DOI:10.1246/cl.150311

Reference yield:

→ (2,5-Dioxopyrrolidin-1-yl) 6-(prop-2-enoylamino)hexanoate (63392-86-9)

Guidance literature:

N-Acryloyl-ω-aminocapronsaeure (12, n=5), N-Hydroxysuccinimid, DCC;

upstream raw materials:

1-hydroxy-pyrrolidine-2,5-dione

N-acryloyl-6-aminohexanoic acid

6-aminohexanoic acid