ethyl 3,5-difluoro-4-methyl-6-pivaloylamino-2-(2-tetrahydropyranyloxy)benzoate

Base Information

• Chemical Name: ethyl 3,5-difluoro-4-methyl-6-pivaloylamino-2-(2-tetrahydropyranyloxy)benzoate
• CAS No.: 165179-81-7
• Molecular Formula: C₂₀H₂₇F₂NO₅
• Molecular Weight: 399.435
• Mol file: 165179-81-7.mol

Synonyms:ethyl 3,5-difluoro-4-methyl-6-pivaloylamino-2-(2-tetrahydropyranyloxy)benzoate

Chemical Property of ethyl 3,5-difluoro-4-methyl-6-pivaloylamino-2-(2-tetrahydropyranyloxy)benzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 3,5-difluoro-4-methyl-6-pivaloylamino-2-(2-tetrahydropyranyloxy)benzoate

There total 2 articles about ethyl 3,5-difluoro-4-methyl-6-pivaloylamino-2-(2-tetrahydropyranyloxy)benzoate 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: 95.0%

ethyl 3,5-difluoro-6-(N-pivaloylamino)-2-(2-tetrahydropyranyloxy)benzoate (152835-78-4) + methyl iodide (74-88-4) → ethyl 3,5-difluoro-4-methyl-6-pivaloylamino-2-(2-tetrahydropyranyloxy)benzoate (165179-81-7)

Guidance literature:

With n-butyllithium; sodium chloride; diisopropylamine; In tetrahydrofuran; hexane; water;

Reference yield:

ethyl 3,5-difluoro-6-pivaloylamino-2-(2-tetrahydropyranyloxy)-4-trimethylsilylbenzoate (152835-84-2) → ethyl 3,5-difluoro-4-methyl-6-pivaloylamino-2-(2-tetrahydropyranyloxy)benzoate (165179-81-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / TBAF / tetrahydrofuran / 0.5 h / 0 °C

2: 1.) LDA / 1.) THF, hexane, -78 deg C, 2 h, 2.) THF, hexane, -78 deg C, 30 min

With tetrabutyl ammonium fluoride; lithium diisopropyl amide; In tetrahydrofuran;

DOI:10.1021/jm970728z

Reference yield: 55.0%

3'-Chloro-4'-pivaloylaminoacetophenone + ethyl 3,5-difluoro-4-methyl-6-pivaloylamino-2-(2-tetrahydropyranyloxy)benzoate (165179-81-7) → 2-(3-chloro-4-pivaloylaminophenyl)-6,8-difluoro-7-methyl-5-pivaloylamino-4H-1-benzopyran-4-one

Guidance literature:

upstream raw materials:

ethyl 3,5-difluoro-6-(N-pivaloylamino)-2-(2-tetrahydropyranyloxy)benzoate

methyl iodide

ethyl 3,5-difluoro-6-pivaloylamino-2-(2-tetrahydropyranyloxy)-4-trimethylsilylbenzoate

Downstream raw materials:

5-Amino-2-(4-amino-3-fluorophenyl)-6,8-difluoro-7-methyl-4H-1-benzopyran-4-one

6,8-difluoro-2-(3-fluoro-4-pivaloylaminophenyl)-7-methyl-5-pivaloylamino-4H-1-benzopyran-4-one