tert-Butyl 3-(4-methylbenzene-1-sulfinyl)propanoate

Base Information

• Chemical Name: tert-Butyl 3-(4-methylbenzene-1-sulfinyl)propanoate
• CAS No.: 911820-09-2
• Molecular Formula: C14H20O3S
• Molecular Weight: 268.377
• DSSTox Substance ID: DTXSID40582092
• Nikkaji Number: J2.403.897A
• Mol file: 911820-09-2.mol

Synonyms:911820-09-2;tert-Butyl 3-(4-methylbenzene-1-sulfinyl)propanoate;DTXSID40582092

Chemical Property of tert-Butyl 3-(4-methylbenzene-1-sulfinyl)propanoate

Chemical Property:

• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 268.11331567
• Heavy Atom Count: 18
• Complexity: 299

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)CCC(=O)OC(C)(C)C

Technology Process of tert-Butyl 3-(4-methylbenzene-1-sulfinyl)propanoate

There total 4 articles about tert-Butyl 3-(4-methylbenzene-1-sulfinyl)propanoate 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: 92.0%

3-[(4-methylphenyl)sulfanyl]propanoic acid tert-butyl ester (911820-17-2) → 3-[(4-methylphenyl)sulfinyl]propanoic acid tert-butyl ester (911820-09-2)

Guidance literature:

With dihydrogen peroxide; In 2,2,2-trifluoroethanol; water; at 0 - 20 ℃;

DOI:10.1021/ol2010962

Reference yield:

tert-Butyl acrylate (1663-39-4,25232-27-3) + para-thiocresol (106-45-6) → 3-[(4-methylphenyl)sulfinyl]propanoic acid tert-butyl ester (911820-09-2)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / dichloromethane / 20 h

2: Oxone; aluminum oxide / dichloromethane; water / 3 h / Reflux

With aluminum oxide; Oxone; potassium carbonate; In dichloromethane; water;

DOI:10.1021/acs.orglett.8b00615

Reference yield:

para-thiocresol (106-45-6) → 3-[(4-methylphenyl)sulfinyl]propanoic acid tert-butyl ester (911820-09-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / K₂CO₃ / CH₂Cl₂ / 20 h

2: 87 percent / wet Al₂O₃; Oxone / CH₂Cl₂ / 3 h / Heating

With aluminum oxide; Oxone; potassium carbonate; In dichloromethane;

DOI:10.1021/jo061359u

upstream raw materials:

3-[(4-methylphenyl)sulfanyl]propanoic acid tert-butyl ester

tert-Butyl acrylate

para-thiocresol

Downstream raw materials:

(cyclopent-2-enyl)(p-tolyl)sulfoxide

p-tolyl allyl sulfoxide

1-(2'-Cyclohexen-1'-sulfinyl)-4-methyl-benzene

m-anisyl p-tolyl sulfoxide