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

Base Information

Chemical Name:6,8-difluoro-2-(3-fluoro-4-pivaloylaminophenyl)-7-methoxymethyl-5-pivaloylamino-4H-1-benzopyran-4-one
CAS No.:165180-43-8
Molecular Formula:C₂₇H₂₉F₃N₂O₅
Molecular Weight:518.533
Hs Code.:

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

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Chemical Property of 6,8-difluoro-2-(3-fluoro-4-pivaloylaminophenyl)-7-methoxymethyl-5-pivaloylamino-4H-1-benzopyran-4-one

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Technology Process of 6,8-difluoro-2-(3-fluoro-4-pivaloylaminophenyl)-7-methoxymethyl-5-pivaloylamino-4H-1-benzopyran-4-one

There total 9 articles about 6,8-difluoro-2-(3-fluoro-4-pivaloylaminophenyl)-7-methoxymethyl-5-pivaloylamino-4H-1-benzopyran-4-one 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: 86.0%

: 165180-39-2
6,8-difluoro-2-(3-fluoro-4-pivaloylaminophenyl)-7-methanesulfonyloxymethyl-5-pivaloylamino-4H-1-benzopyran-4-one

: 165180-43-8
6,8-difluoro-2-(3-fluoro-4-pivaloylaminophenyl)-7-methoxymethyl-5-pivaloylamino-4H-1-benzopyran-4-one

Guidance literature:: With sodium chloride; In methanol; chloroform;

Reference yield:

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

: 165180-43-8
6,8-difluoro-2-(3-fluoro-4-pivaloylaminophenyl)-7-methoxymethyl-5-pivaloylamino-4H-1-benzopyran-4-one

Guidance literature:: Multi-step reaction with 7 steps

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

2: 98 percent / NaBH₄ / methanol / 1 h

3: 98 percent / imidazole / CH₂Cl₂ / 0.5 h / Heating

4: NaH / dioxane; toluene / 2 h / Heating

5: conc. aq. HCl / ethanol / 14 h / Ambient temperature

6: 94 percent / Et₃N / dimethylformamide / 0.17 h / Ambient temperature

7: 24 h / Heating

With 1H-imidazole; hydrogenchloride; sodium tetrahydroborate; sodium hydride; triethylamine; lithium diisopropyl amide; In 1,4-dioxane; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm970728z

Reference yield:

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

: 165180-43-8
6,8-difluoro-2-(3-fluoro-4-pivaloylaminophenyl)-7-methoxymethyl-5-pivaloylamino-4H-1-benzopyran-4-one

Guidance literature:: Multi-step reaction with 8 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

3: 98 percent / NaBH₄ / methanol / 1 h

4: 98 percent / imidazole / CH₂Cl₂ / 0.5 h / Heating

5: NaH / dioxane; toluene / 2 h / Heating

6: conc. aq. HCl / ethanol / 14 h / Ambient temperature

7: 94 percent / Et₃N / dimethylformamide / 0.17 h / Ambient temperature

8: 24 h / Heating

With 1H-imidazole; hydrogenchloride; sodium tetrahydroborate; tetrabutyl ammonium fluoride; sodium hydride; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm970728z