ethyl 3,5-difluoro-6-(N-ethoxycarbonyl-N-pivaloylamino)-2-methoxymethoxybenzoate

Base Information

• Chemical Name: ethyl 3,5-difluoro-6-(N-ethoxycarbonyl-N-pivaloylamino)-2-methoxymethoxybenzoate
• CAS No.: 152835-59-1
• Molecular Formula: C₁₉H₂₅F₂NO₇
• Molecular Weight: 417.407
• Mol file: 152835-59-1.mol

Synonyms:ethyl 3,5-difluoro-6-(N-ethoxycarbonyl-N-pivaloylamino)-2-methoxymethoxybenzoate

Chemical Property of ethyl 3,5-difluoro-6-(N-ethoxycarbonyl-N-pivaloylamino)-2-methoxymethoxybenzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 3,5-difluoro-6-(N-ethoxycarbonyl-N-pivaloylamino)-2-methoxymethoxybenzoate

There total 5 articles about ethyl 3,5-difluoro-6-(N-ethoxycarbonyl-N-pivaloylamino)-2-methoxymethoxybenzoate 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: 80.0%

pivaloyl chloride (3282-30-2) + ethyl 3,5-difluoro-6-(N-ethoxycarbonylamino)-2-methoxymethoxybenzoate (152169-42-1) → ethyl 3,5-difluoro-6-(N-ethoxycarbonyl-N-pivaloylamino)-2-methoxymethoxybenzoate (152835-59-1)

Guidance literature:

With sodium chloride; ammonium chloride; In tetrahydrofuran;

Reference yield:

ethyl 6-(N-ethoxycarbonylamino)-2-hydroxybenzoate (152169-36-3) + ethyl 2-(N-ethoxycarbonyl-N-pivaloylamino)-3-fluoro-6-methoxymethoxybenzoate (152836-26-5) → ethyl 3,5-difluoro-6-(N-ethoxycarbonylamino)-2-hydroxybenzoate (152169-41-0) + ethyl 3,5-difluoro-6-(N-ethoxycarbonyl-N-pivaloylamino)-2-methoxymethoxybenzoate (152835-59-1)

Guidance literature:

With hydrogenchloride; sodium chloride; In 1,1-dichloroethane;

Reference yield:

ethyl 2-(N-ethoxycarbonyl-N-pivaloyl)amino-6-(tetrahydropyran-2-yloxy)benzoate (146463-87-8) → ethyl 3,5-difluoro-6-(N-ethoxycarbonyl-N-pivaloylamino)-2-methoxymethoxybenzoate (152835-59-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 74 percent / conc. aq. HCl / ethanol / 3.5 h / Heating

2: 12 percent / N-fluoro-3,5-dichloropyridinium triflate / CH₂Cl₂ / 22 h / Heating

3: EtN(i-Pr)2 / CH₂Cl₂ / 0.33 h / 0 °C

4: NaH / tetrahydrofuran / 1.5 h / 0 °C

With hydrogenchloride; sodium hydride; 1-fluoro-3,5-dichloropyridinium trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; ethanol; dichloromethane;

DOI:10.1021/jm9700326

upstream raw materials:

pivaloyl chloride

ethyl 3,5-difluoro-6-(N-ethoxycarbonylamino)-2-methoxymethoxybenzoate

ethyl 2-(N-ethoxycarbonyl-N-pivaloyl)amino-6-(tetrahydropyran-2-yloxy)benzoate

ethyl 6-(N-ethoxycarbonylamino)-2-hydroxybenzoate

Downstream raw materials:

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

6,8-Difluoro-5-pivaloylamino-2-(4-pivaloylaminophenyl)-4H-1-benzopyran-4-one

ethyl 3,5-difluoro-6-(N-ethoxycarbonylamino)-2-methoxymethoxybenzoate

N-(2-{3-[4-(2,2-Dimethyl-propionylamino)-phenyl]-3-oxo-propionyl}-4,6-difluoro-3-methoxymethoxy-phenyl)-2,2-dimethyl-propionamide