2-Benzenesulfonylpropionic acid methyl ester

Base Information

• Chemical Name: 2-Benzenesulfonylpropionic acid methyl ester
• CAS No.: 85979-85-7
• Molecular Formula: C10H12O4S
• Molecular Weight: 228.269
• DSSTox Substance ID: DTXSID40449292
• Nikkaji Number: J1.062.335I
• Mol file: 85979-85-7.mol

Synonyms:2-benzenesulfonylpropionic acid methyl ester;85979-85-7;SCHEMBL6097619;DTXSID40449292;AMLSUGLYIIOQLB-UHFFFAOYSA-N;AKOS010991364;FT-0713514;2-(Phenylsulfonyl)propionic acid methyl ester

Chemical Property of 2-Benzenesulfonylpropionic acid methyl ester

Chemical Property:

• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 228.04563003
• Heavy Atom Count: 15
• Complexity: 309

Purity/Quality:

95+% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(=O)OC)S(=O)(=O)C1=CC=CC=C1

Technology Process of 2-Benzenesulfonylpropionic acid methyl ester

There total 3 articles about 2-Benzenesulfonylpropionic 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: 88.0%

Methyl 2-bromopropionate (5445-17-0) + sodium benzenesulfonate (873-55-2) → methyl α-(phenylsulfonyl)propionate (85979-85-7)

Guidance literature:

Aliquat 336; at 60 ℃; for 4.5h;

DOI:10.1055/s-1987-27843

Reference yield: 87.0%

methyl benzenesulfonylacetate (34097-60-4) + methyl iodide (74-88-4) → methyl α-(phenylsulfonyl)propionate (85979-85-7)

Guidance literature:

With potassium carbonate; In acetone; for 30h; Ambient temperature;

DOI:10.1055/s-1991-28411

Reference yield: 59.0%

trimethylsilylazide (4648-54-8) + PVS (5535-48-8) + cesium formate (3495-36-1) → methyl α-(phenylsulfonyl)propionate (85979-85-7)

Guidance literature:

PVS; cesium formate; With carbon dioxide; C₃₈H₅₅F₃GeO₃P₂PdS; In 1,4-dioxane; at 80 ℃; for 6h; under 760.051 Torr; Green chemistry;

trimethylsilylazide; In methanol; diethyl ether; at 0 ℃; for 0.5h; regioselective reaction; Green chemistry;

DOI:10.1039/c7cc01377a

upstream raw materials:

Methyl 2-bromopropionate

sodium benzenesulfonate

methyl benzenesulfonylacetate

methyl iodide

Downstream raw materials:

N-ethyl-2-phenylsulfonylpropionamide

(2-Benzenesulfonyl-propenylidene)-ethyl-amine

Refernces

• 1、 Aoyama,Nakano,Marumo,Uno,Shioiri. "Reaction of lithium trimethylsilyldiazomethanide with ketenimines bearing electron-withdrawing groups". . p. 1163 - 1167. Retrieved 2007/10/02.