Methyl 2-fluoro-3-[[(4-methylphenyl)sulfonyl]oxy]propanoate

Base Information

• Chemical Name: Methyl 2-fluoro-3-[[(4-methylphenyl)sulfonyl]oxy]propanoate
• CAS No.: 85345-88-6
• Molecular Formula: C₁₁H₁₃FO₅S
• Molecular Weight: 276.286
• DSSTox Substance ID: DTXSID101189161
• Mol file: 85345-88-6.mol

Synonyms:85345-88-6;DTXSID101189161;Methyl 2-fluoro-3-[[(4-methylphenyl)sulfonyl]oxy]propanoate

Chemical Property of Methyl 2-fluoro-3-[[(4-methylphenyl)sulfonyl]oxy]propanoate

Chemical Property:

• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 276.04677285
• Heavy Atom Count: 18
• Complexity: 367

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of Methyl 2-fluoro-3-[[(4-methylphenyl)sulfonyl]oxy]propanoate

There total 2 articles about Methyl 2-fluoro-3-[[(4-methylphenyl)sulfonyl]oxy]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: 100.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + 2-Fluoro-3-(4-toluenesulfonyloxy)propanoic Acid (85345-92-2) → Methyl 2-Fluoro-3-(4-toluenesulfonyloxy)propanoate (85345-88-6)

Guidance literature:

In tetrahydrofuran; for 0.5h;

Reference yield:

Ethyl 2-Fluoro-3-(4-toluenesulfonyloxy)propanoate (1643-83-0) → Methyl 2-Fluoro-3-(4-toluenesulfonyloxy)propanoate (85345-88-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / formic acid, 4-toluenesulfonic acid / 5 h / 100 °C / procedure repeated = 10 h

2: 100 percent / tetrahydrofuran / 0.5 h

With formic acid; toluene-4-sulfonic acid; In tetrahydrofuran;

Reference yield: 97.0%

Methyl 2-Fluoro-3-(4-toluenesulfonyloxy)propanoate (85345-88-6) → methyl 2-fluoroprop-2-enoate (2343-89-7)

Guidance literature:

With potassium phtalimide; at -78 - 150 ℃; under 0.01 Torr;

upstream raw materials:

diazomethane

2-Fluoro-3-(4-toluenesulfonyloxy)propanoic Acid

Ethyl 2-Fluoro-3-(4-toluenesulfonyloxy)propanoate

Downstream raw materials:

methyl 2-fluoroprop-2-enoate