Carbonic Acid 2,5-Dioxo-1-pyrrolidinyl 2-(Ethenylsulfonyl)ethyl Ester

Base Information

• Chemical Name: Carbonic Acid 2,5-Dioxo-1-pyrrolidinyl 2-(Ethenylsulfonyl)ethyl Ester
• CAS No.: 918822-70-5
• Molecular Formula: C9H11NO7S
• Molecular Weight: 277.25114
• DSSTox Substance ID: DTXSID50582508
• Nikkaji Number: J2.421.605E
• Wikidata: Q82473955
• Mol file: 918822-70-5.mol

Synonyms:918822-70-5;Carbonic Acid 2,5-Dioxo-1-pyrrolidinyl 2-(Ethenylsulfonyl)ethyl Ester;(2,5-dioxopyrrolidin-1-yl) 2-ethenylsulfonylethyl carbonate;SCHEMBL1309141;DTXSID50582508;1-({[2-(Ethenesulfonyl)ethoxy]carbonyl}oxy)pyrrolidine-2,5-dione

Chemical Property of Carbonic Acid 2,5-Dioxo-1-pyrrolidinyl 2-(Ethenylsulfonyl)ethyl Ester

Chemical Property:

• PSA: 115.43000
• LogP: 0.78060
• Storage Temp.: Amber Vial, -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Slightly, Heated), Methanol (Slightly, Heated)
• XLogP3: -0.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 7
• Exact Mass: 277.02562286
• Heavy Atom Count: 18
• Complexity: 460

Purity/Quality:

99% ^*data from raw suppliers

CarbonicAcid2,5-Dioxo-1-pyrrolidinyl2-(Ethenylsulfonyl)ethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CS(=O)(=O)CCOC(=O)ON1C(=O)CCC1=O
• Uses: Carbonic Acid 2,5-Dioxo-1-pyrrolidinyl 2-(Ethenylsulfonyl)ethyl Ester is a cleavable amino-thiol cross-linker used for reversible linking of amines to thiol-modified DNA A cleavable amino-thiol cross-linker used for reversible linking of amines to thiol-modified DNA.

Technology Process of Carbonic Acid 2,5-Dioxo-1-pyrrolidinyl 2-(Ethenylsulfonyl)ethyl Ester

There total 1 articles about Carbonic Acid 2,5-Dioxo-1-pyrrolidinyl 2-(Ethenylsulfonyl)ethyl Ester 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: 82.0%

succinimidyl 2-vinylsulfanylethyl carbonate (929101-24-6) → 2,5-dioxopyrrolidin-1-yl (2-(vinylsulfonyl)ethyl)carbonate (918822-70-5)

Guidance literature:

With peracetic acid; acetic acid; at 0 - 20 ℃; for 2.5h;

DOI:10.1021/jo0619736

Reference yield: 77.0%

2,5-dioxopyrrolidin-1-yl (2-(vinylsulfonyl)ethyl)carbonate (918822-70-5) + Tyr(tBu) (16874-12-7,87553-74-0) → 2-(2-ethenesulfonyl-ethoxycarbonylamino)-3-(4-hydroxy-phenyl)-propionic acid tert-butyl ester (918822-84-1)

Guidance literature:

With sodium hydrogencarbonate; In water; acetonitrile; at 20 ℃; for 0.25h;

DOI:10.1021/jo0619736

Reference yield: 76.0%

2,5-dioxopyrrolidin-1-yl (2-(vinylsulfonyl)ethyl)carbonate (918822-70-5) + L-phenylalanine tert-butyl ester hydrochloride (15100-75-1,75898-47-4) → 2-(2-ethenesulfonyl-ethoxycarbonylamino)-3-phenyl-propionic acid tert-butyl ester (918822-80-7)

Guidance literature:

With sodium hydrogencarbonate; In water; acetonitrile; at 20 ℃; for 0.25h;

DOI:10.1021/jo0619736

upstream raw materials:

succinimidyl 2-vinylsulfanylethyl carbonate

Downstream raw materials:

2-(2-ethenesulfonyl-ethoxycarbonylamino)-3-(4-hydroxy-phenyl)-propionic acid tert-butyl ester

2-(2-ethenesulfonyl-ethoxycarbonylamino)-3-phenyl-propionic acid tert-butyl ester