2-Propenoic acid, 3-(phenylsulfonyl)-, ethyl ester, (2Z)-

Base Information

• Chemical Name: 2-Propenoic acid, 3-(phenylsulfonyl)-, ethyl ester, (2Z)-
• CAS No.: 114140-96-4
• Molecular Formula: C11H12O4S
• Molecular Weight: 240.28
• DSSTox Substance ID: DTXSID00387767
• Mol file: 114140-96-4.mol

Synonyms:114140-96-4;2-Propenoic acid, 3-(phenylsulfonyl)-, ethyl ester, (2Z)-;SCHEMBL19209521;DTXSID00387767;AKOS017561976

Chemical Property of 2-Propenoic acid, 3-(phenylsulfonyl)-, ethyl ester, (2Z)-

Chemical Property:

• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 240.04563003
• Heavy Atom Count: 16
• Complexity: 345

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C=CS(=O)(=O)C1=CC=CC=C1

Technology Process of 2-Propenoic acid, 3-(phenylsulfonyl)-, ethyl ester, (2Z)-

There total 7 articles about 2-Propenoic acid, 3-(phenylsulfonyl)-, ethyl ester, (2Z)- 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%

benzenesufonyl hydrazide (80-17-1) + propynoic acid ethyl ester (623-47-2) → ethyl (Z)-3-(phenylsulfonyl)acrylate (114140-96-4)

Guidance literature:

With water; at 20 - 70 ℃; for 0.833333h;

Reference yield: 71.0%

ethyl 3-(phenylthio)acrylate (64050-18-6) → ethyl (E)-3-(phenylsulfonyl)-2-propenoate (115600-05-0) + ethyl (Z)-3-(phenylsulfonyl)acrylate (114140-96-4)

Guidance literature:

With lithium perchlorate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 40 ℃; for 2h; diastereoselective reaction;

DOI:10.1016/j.tetlet.2012.08.051

Reference yield: 45.0%

sodium benzenesulfonate (873-55-2) + propynoic acid ethyl ester (623-47-2) → ethyl (E)-3-(phenylsulfonyl)-2-propenoate (115600-05-0) + ethyl (Z)-3-(phenylsulfonyl)acrylate (114140-96-4)

Guidance literature:

With tetra(n-butyl)ammonium hydrogensulfate; boric acid; In tetrahydrofuran; water; for 18h; Ambient temperature;

upstream raw materials:

sodium benzenesulfonate

propynoic acid ethyl ester

ethyl 3-(phenylthio)acrylate

thiophenol

Downstream raw materials:

3-Benzenesulfonyl-2-cyclohexyl-3-(pyridin-2-ylsulfanyl)-propionic acid ethyl ester

2-[Benzenesulfonyl-(pyridin-2-ylsulfanyl)-methyl]-4-phenyl-butyric acid ethyl ester

3-Benzenesulfonyl-2-cyclohexyl-3-(pyridine-2-sulfinyl)-propionic acid ethyl ester

2-[Benzenesulfonyl-(pyridine-2-sulfinyl)-methyl]-4-phenyl-butyric acid ethyl ester