4-SulfaMoyl-butyric acid Methyl ester

Base Information

• Chemical Name: 4-SulfaMoyl-butyric acid Methyl ester
• CAS No.: 175476-51-4
• Molecular Formula: C5H11NO4S
• Molecular Weight: 181.213
• European Community (EC) Number: 878-539-3
• DSSTox Substance ID: DTXSID30441008
• Wikidata: Q82257539
• Mol file: 175476-51-4.mol

Synonyms:4-sulfamoyl-butyric acid methyl ester;Butanoic acid,4-(aminosulfonyl)-,methyl ester;CH3OCO(CH2)3SO2NH2;methyl 4-sulfamoylbutyrate;

Chemical Property of 4-SulfaMoyl-butyric acid Methyl ester

Chemical Property:

• PSA: 94.84000
• LogP: 1.00920
• XLogP3: -0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 181.04087901
• Heavy Atom Count: 11
• Complexity: 215

Purity/Quality:

98%min ^*data from raw suppliers

methyl4-sulfamoylbutanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)CCCS(=O)(=O)N
• Uses: Methyl 4-Sulfamoylbutanoate can be used to treat conditions associated with NLRP activity.

Technology Process of 4-SulfaMoyl-butyric acid Methyl ester

There total 2 articles about 4-SulfaMoyl-butyric acid Methyl 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: 81.0%

methyl 4-(4-chlorosulfonyl)butyrate (81926-28-5) → (4-sulfamoyl)butyric acid methyl ester (175476-51-4)

Guidance literature:

With ammonia; In diethyl ether;

DOI:10.1021/jo981990y

Reference yield:

Methyl 4-bromobutyrate (4897-84-1) → (4-sulfamoyl)butyric acid methyl ester (175476-51-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium sulfite / water; tetrahydrofuran; ethanol / 160 °C / Microwave irradiation; Inert atmosphere

1.2: 50 °C / Inert atmosphere

2.1: ammonium hydroxide / ethyl acetate / 25 °C / Inert atmosphere

With ammonium hydroxide; sodium sulfite; In tetrahydrofuran; ethanol; water; ethyl acetate;

DOI:10.1021/acs.orglett.9b01732

Reference yield: 85.0%

(4-sulfamoyl)butyric acid methyl ester (175476-51-4) → 3-carboxypropane sulfonamide (175476-52-5)

Guidance literature:

With potassium hydroxide; for 4h; Heating;

DOI:10.1021/jo981990y

upstream raw materials:

methyl 4-(4-chlorosulfonyl)butyrate

Methyl 4-bromobutyrate

Downstream raw materials:

3-carboxypropane sulfonamide

4-[2-(1-benzyl-2-methyl-1H-indol-4-yloxy)-acetylsulfamoyl]-butyric acid methyl ester