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

Base Information

Chemical Name:ethyl 3,5-difluoro-6-(N-pivaloylamino)-2-(2-tetrahydropyranyloxy)benzoate
CAS No.:152835-78-4
Molecular Formula:C₁₉H₂₅F₂NO₅
Molecular Weight:385.408
Hs Code.:

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

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

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

There total 12 articles about ethyl 3,5-difluoro-6-(N-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: 100.0%

: 152835-84-2
ethyl 3,5-difluoro-6-pivaloylamino-2-(2-tetrahydropyranyloxy)-4-trimethylsilylbenzoate

: 152835-78-4
ethyl 3,5-difluoro-6-(N-pivaloylamino)-2-(2-tetrahydropyranyloxy)benzoate

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 0.5h;
DOI:10.1021/jm970728z

Reference yield: 61.0%

: 541-41-3
chloroformic acid ethyl ester

: 152169-45-4
2,4-difluoro-5-pivaloylamino-O-(2-tetrahydropyranyl)phenol

: 152835-78-4
ethyl 3,5-difluoro-6-(N-pivaloylamino)-2-(2-tetrahydropyranyloxy)benzoate

Guidance literature:: With n-butyllithium; sodium chloride; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane; water;

Reference yield:

: 367-27-1
2,4-difluorophenol

: 152835-78-4
ethyl 3,5-difluoro-6-(N-pivaloylamino)-2-(2-tetrahydropyranyloxy)benzoate

Guidance literature:: Multi-step reaction with 7 steps

1: Et₃N / CH₂Cl₂ / 2 h / 10 - 20 °C

2: HNO₃, H₂SO₄ / 1 h / 10 - 20 °C

3: NaHCO₃, methanol / 16 h / Ambient temperature

4: 96 percent / H₂ / 10percent Pd/C / ethyl acetate / 27 h / 50 - 60 °C

5: 91 percent / pyridine / 0.5 h / 0 °C

6: 86 percent / 10-camphorsulfonic acid / CH₂Cl₂ / 2 h / Ambient temperature

7: 1.) HMPA, BuLi / 1.) THF, hexane, -60 deg C, 1 h, 2.) THF, hexane, from -60 to -40 deg C

With pyridine; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; sulfuric acid; (1S)-10-camphorsulfonic acid; hydrogen; nitric acid; sodium hydrogencarbonate; triethylamine; palladium on activated charcoal; In dichloromethane; ethyl acetate;
DOI:10.1055/s-1997-1379