[4R-cis]-1,1-dimethylethyl-6-[2-[2-(4-fluorophenyl)-5-(1-methylethyl)-3-[2H₅]phenyl-4-[(phenylamino)carbonyl]-1H-pyrrol-1-yl]ethyl]-2,2-dimethyl-1,3-dioxane-4-acetate

Base Information

• Chemical Name: [4R-cis]-1,1-dimethylethyl-6-[2-[2-(4-fluorophenyl)-5-(1-methylethyl)-3-[2H₅]phenyl-4-[(phenylamino)carbonyl]-1H-pyrrol-1-yl]ethyl]-2,2-dimethyl-1,3-dioxane-4-acetate
• CAS No.: 222412-78-4
• Molecular Formula: C₄₀H₄₇FN₂O₅
• Molecular Weight: 659.782

Synonyms:[4R-cis]-1,1-dimethylethyl-6-[2-[2-(4-fluorophenyl)-5-(1-methylethyl)-3-[2H₅]phenyl-4-[(phenylamino)carbonyl]-1H-pyrrol-1-yl]ethyl]-2,2-dimethyl-1,3-dioxane-4-acetate

Chemical Property of [4R-cis]-1,1-dimethylethyl-6-[2-[2-(4-fluorophenyl)-5-(1-methylethyl)-3-[2H₅]phenyl-4-[(phenylamino)carbonyl]-1H-pyrrol-1-yl]ethyl]-2,2-dimethyl-1,3-dioxane-4-acetate

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Technology Process of [4R-cis]-1,1-dimethylethyl-6-[2-[2-(4-fluorophenyl)-5-(1-methylethyl)-3-[2H₅]phenyl-4-[(phenylamino)carbonyl]-1H-pyrrol-1-yl]ethyl]-2,2-dimethyl-1,3-dioxane-4-acetate

There total 4 articles about [4R-cis]-1,1-dimethylethyl-6-[2-[2-(4-fluorophenyl)-5-(1-methylethyl)-3-[2H₅]phenyl-4-[(phenylamino)carbonyl]-1H-pyrrol-1-yl]ethyl]-2,2-dimethyl-1,3-dioxane-4-acetate 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: 53.0%

(+/-)-4-fluoro-α-(2-methyl-1-oxopropyl)-γ-oxo-N-phenyl-β-[2H5]phenylbenzenebutaneamide (222412-75-1) + [4R-cis]-1,1-dimethylethyl-6-(2-aminoethyl)-2,2-dimethyl-1,3-dioxane-4-acetate pivalate salt → [4R-cis]-1,1-dimethylethyl-6-[2-[2-(4-fluorophenyl)-5-(1-methylethyl)-3-[2H5]phenyl-4-[(phenylamino)carbonyl]-1H-pyrrol-1-yl]ethyl]-2,2-dimethyl-1,3-dioxane-4-acetate (222412-78-4)

Guidance literature:

In tetrahydrofuran; n-heptane; toluene; at 85 ℃; for 16h;

DOI:10.1002/(SICI)1099-1344(199902)42:2<135::AID-JLCR175>3.0.CO;2-M

Reference yield:

2,3,4,5,6-pentadeuteriobenzaldehyde (14132-51-5) → [4R-cis]-1,1-dimethylethyl-6-[2-[2-(4-fluorophenyl)-5-(1-methylethyl)-3-[2H5]phenyl-4-[(phenylamino)carbonyl]-1H-pyrrol-1-yl]ethyl]-2,2-dimethyl-1,3-dioxane-4-acetate (222412-78-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.1 g / β-alanine; acetic acid / hexane / 28 h / Heating

2: 55 percent / 3-ethyl-5-(2-hydroxyethyl)-4-methylthiazolium bromide; triethylamine / ethanol / 13 h / 60 - 71 °C

3: 53 percent / heptane; toluene; tetrahydrofuran / 16 h / 85 °C

With 3-ethyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazolium bromide; acetic acid; triethylamine; 3-amino propanoic acid; In tetrahydrofuran; ethanol; hexane; n-heptane; toluene; 1: Knoevenagel condensation / 2: Stetter condensation / 3: Cyclization;

DOI:10.1002/(SICI)1099-1344(199902)42:2<135::AID-JLCR175>3.0.CO;2-M

Reference yield:

4-methyl-3-oxo-N-phenylpentanamide (124401-38-3) → [4R-cis]-1,1-dimethylethyl-6-[2-[2-(4-fluorophenyl)-5-(1-methylethyl)-3-[2H5]phenyl-4-[(phenylamino)carbonyl]-1H-pyrrol-1-yl]ethyl]-2,2-dimethyl-1,3-dioxane-4-acetate (222412-78-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.1 g / β-alanine; acetic acid / hexane / 28 h / Heating

2: 55 percent / 3-ethyl-5-(2-hydroxyethyl)-4-methylthiazolium bromide; triethylamine / ethanol / 13 h / 60 - 71 °C

3: 53 percent / heptane; toluene; tetrahydrofuran / 16 h / 85 °C

With 3-ethyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazolium bromide; acetic acid; triethylamine; 3-amino propanoic acid; In tetrahydrofuran; ethanol; hexane; n-heptane; toluene; 1: Knoevenagel condensation / 2: Stetter condensation / 3: Cyclization;

DOI:10.1002/(SICI)1099-1344(199902)42:2<135::AID-JLCR175>3.0.CO;2-M

upstream raw materials:

(+/-)-4-fluoro-α-(2-methyl-1-oxopropyl)-γ-oxo-N-phenyl-β-[2H5]phenylbenzenebutaneamide

2,3,4,5,6-pentadeuteriobenzaldehyde

4-methyl-3-oxo-N-phenylpentanamide

(Z)-4-methyl-3-oxo-N-phenyl-2-([2H₅]phenylmethylene)pentamide

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