4-Vinylsulfonylbenzoic acid-NHS

Base Information

• Chemical Name: 4-Vinylsulfonylbenzoic acid-NHS
• CAS No.: 343934-41-8
• Molecular Formula: C₁₃H₁₁NO₆S
• Molecular Weight: 309.299
• Hs Code.: 2916399090
• Mol file: 343934-41-8.mol

Synonyms:2,5-Pyrrolidinedione,1-[[4-(ethenylsulfonyl)benzoyl]oxy]- (9CI); SVSB

Chemical Property of 4-Vinylsulfonylbenzoic acid-NHS

Chemical Property:

• PSA: 106.20000
• LogP: 1.84330
• Storage Temp.: 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

4-(Ethenylsulfonyl)benzoicAcid2,5-Dioxo-1-pyrrolidinylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4-(Ethenylsulfonyl)benzoic Acid 2,5-Dioxo-1-pyrrolidinyl Ester can be used in DNA-templated synthesis as a basis for evolving non-natural small molecules. Reagent used in DNA-templated synthesis as a basis for evolving non-natural small molecules.

Technology Process of 4-Vinylsulfonylbenzoic acid-NHS

There total 4 articles about 4-Vinylsulfonylbenzoic acid-NHS 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: 79.0%

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + 4-(Vinylsulfonyl)benzoesaeure (95535-40-3) → 2,5-dioxopyrrolidin-1-yl 4-(vinylsulfonyl)benzoate (343934-41-8)

Guidance literature:

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 20 ℃; for 3h;

DOI:10.1021/jacs.0c09926

Reference yield:

4-mercaptobenzoic acid (1074-36-8) → 2,5-dioxopyrrolidin-1-yl 4-(vinylsulfonyl)benzoate (343934-41-8)

Guidance literature:

Multi-step reaction with 4 steps

1: sodium hydroxide / water / 6 h / 20 - 40 °C

2: dihydrogen peroxide / acetic acid / 16 h / 20 °C / Darkness

3: methanesulfonyl chloride; triethylamine / dichloromethane / 16 h / 0 - 20 °C

4: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 3 h / 20 °C

With dihydrogen peroxide; methanesulfonyl chloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In tetrahydrofuran; dichloromethane; water; acetic acid;

DOI:10.1021/jacs.0c09926

Reference yield:

4-((2-hydroxyethyl)thio)benzoic acid (7184-99-8) → 2,5-dioxopyrrolidin-1-yl 4-(vinylsulfonyl)benzoate (343934-41-8)

Guidance literature:

Multi-step reaction with 3 steps

1: dihydrogen peroxide / acetic acid / 16 h / 20 °C / Darkness

2: methanesulfonyl chloride; triethylamine / dichloromethane / 16 h / 0 - 20 °C

3: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 3 h / 20 °C

With dihydrogen peroxide; methanesulfonyl chloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; acetic acid;

DOI:10.1021/jacs.0c09926

upstream raw materials:

1-hydroxy-pyrrolidine-2,5-dione

4-(Vinylsulfonyl)benzoesaeure

4-mercaptobenzoic acid

4-((2-hydroxyethyl)thio)benzoic acid

Refernces