5-Isoxazolecarboxylic acid, 3-(3-cyano-4-fluorophenyl)-4,5-dihydro-5-[[(methylsulfonyl)amino]methyl] -, methyl ester

Base Information

• Chemical Name: 5-Isoxazolecarboxylic acid, 3-(3-cyano-4-fluorophenyl)-4,5-dihydro-5-[[(methylsulfonyl)amino]methyl] -, methyl ester
• CAS No.: 218301-59-8
• Molecular Formula: C14H14FN3O5S
• Molecular Weight: 355.347
• Mol file: 218301-59-8.mol

Synonyms:

Chemical Property of 5-Isoxazolecarboxylic acid, 3-(3-cyano-4-fluorophenyl)-4,5-dihydro-5-[[(methylsulfonyl)amino]methyl] -, methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-Isoxazolecarboxylic acid, 3-(3-cyano-4-fluorophenyl)-4,5-dihydro-5-[[(methylsulfonyl)amino]methyl] -, methyl ester

There total 7 articles about 5-Isoxazolecarboxylic acid, 3-(3-cyano-4-fluorophenyl)-4,5-dihydro-5-[[(methylsulfonyl)amino]methyl] -, 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:

3-(3-cyano-4-fluorophenyl)-5-(aminomethyl)-5-(carbomethoxy)isoxazoline, hydrochloride salt (218301-58-7) + methanesulfonyl chloride (124-63-0) → 3-(3-cyano-4-fluorophenyl)-5-(methylsulfonylaminomethyl)-5-(carbomethoxy)isoxazoline (218301-59-8)

Guidance literature:

With triethylamine; at 20 ℃; for 1h;

Reference yield:

methyl 2-(bromomethyl)propenoate (4224-69-5) → 3-(3-cyano-4-fluorophenyl)-5-(methylsulfonylaminomethyl)-5-(carbomethoxy)isoxazoline (218301-59-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: NaN₃ / dimethylsulfoxide

2.1: 73 percent / bleach / CH₂Cl₂

3.1: P(OEt)3 / tetrahydrofuran

3.2: H⁽¹⁺⁾

With sodium hypochlorite; sodium azide; triethyl phosphite; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide;

DOI:10.1016/S0960-894X(03)00080-5

Reference yield:

methyl 2-azidomethylacrylate (218301-57-6) → 3-(3-cyano-4-fluorophenyl)-5-(methylsulfonylaminomethyl)-5-(carbomethoxy)isoxazoline (218301-59-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 73 percent / bleach / CH₂Cl₂

2.1: P(OEt)3 / tetrahydrofuran

2.2: H⁽¹⁺⁾

With sodium hypochlorite; triethyl phosphite; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0960-894X(03)00080-5

upstream raw materials:

methanesulfonyl chloride

3-(3-cyano-4-fluorophenyl)-5-(aminomethyl)-5-(carbomethoxy)isoxazoline

methyl 2-(bromomethyl)propenoate

methyl 2-azidomethylacrylate

Downstream raw materials:

3-(3-cyano-4-fluorophenyl)-5-(methylsulfonylaminomethyl)-5-(hydroxycarbonyl)isoxazoline

3-(3-cyano-4-fluorophenyl)-5-[[5-[(2'-t-butylaminosulfonyl)phenyl]pyrid-2-yl]aminocarbonyl]-5-(methylsulfonylaminomethyl)isoxazoline