E-(7-{2-(N-methyl-N-methanesulfonylamino)-4-(4-fluorophenyl)-6-isopropyl-pyrimidin-5-yl}-[(3R,5S)-3,5-dihydroxy-hept-6-enoic acid])-N-methoxy-N-methyl-amide

Base Information

• Chemical Name: E-(7-{2-(N-methyl-N-methanesulfonylamino)-4-(4-fluorophenyl)-6-isopropyl-pyrimidin-5-yl}-[(3R,5S)-3,5-dihydroxy-hept-6-enoic acid])-N-methoxy-N-methyl-amide
• CAS No.: 1353637-14-5
• Molecular Formula: C₂₄H₃₃FN₄O₆S
• Molecular Weight: 524.614
• Mol file: 1353637-14-5.mol

Synonyms:E-(7-{2-(N-methyl-N-methanesulfonylamino)-4-(4-fluorophenyl)-6-isopropyl-pyrimidin-5-yl}-[(3R,5S)-3,5-dihydroxy-hept-6-enoic acid])-N-methoxy-N-methyl-amide

Chemical Property of E-(7-{2-(N-methyl-N-methanesulfonylamino)-4-(4-fluorophenyl)-6-isopropyl-pyrimidin-5-yl}-[(3R,5S)-3,5-dihydroxy-hept-6-enoic acid])-N-methoxy-N-methyl-amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of E-(7-{2-(N-methyl-N-methanesulfonylamino)-4-(4-fluorophenyl)-6-isopropyl-pyrimidin-5-yl}-[(3R,5S)-3,5-dihydroxy-hept-6-enoic acid])-N-methoxy-N-methyl-amide

There total 18 articles about E-(7-{2-(N-methyl-N-methanesulfonylamino)-4-(4-fluorophenyl)-6-isopropyl-pyrimidin-5-yl}-[(3R,5S)-3,5-dihydroxy-hept-6-enoic acid])-N-methoxy-N-methyl-amide 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%

E-(6-{2-[2-(N-methyl-N-methanesulfonylamino)-4-(4-fluorophenyl)-6-isopropyl-pyrimidin-5-yl]vinyl}-[(4R,6S)-2,2-dimethyl-[1,3]dioxan-4-yl])-N-methoxy-N-methyl-acetamide (1353637-13-4) → E-(7-{2-(N-methyl-N-methanesulfonylamino)-4-(4-fluorophenyl)-6-isopropyl-pyrimidin-5-yl}-[(3R,5S)-3,5-dihydroxy-hept-6-enoic acid])-N-methoxy-N-methyl-amide (1353637-14-5)

Guidance literature:

With hydrogenchloride; water; In acetonitrile; at 40 ℃; for 16h;

Reference yield:

1,1-dimethylethyl (4R-cis)-6-hydroxymethyl-2,2-dimethyl-1,3-dioxane-4-acetate (124655-09-0,407577-54-2) → E-(7-{2-(N-methyl-N-methanesulfonylamino)-4-(4-fluorophenyl)-6-isopropyl-pyrimidin-5-yl}-[(3R,5S)-3,5-dihydroxy-hept-6-enoic acid])-N-methoxy-N-methyl-amide (1353637-14-5)

Guidance literature:

Multi-step reaction with 6 steps

1.1: water; sodium hydroxide / methanol / 40 - 50 °C

1.2: 15 - 20 °C / pH 4 - 4.2

2.1: ammonium chloride / acetonitrile / 1 h / 0 - 30 °C

3.1: 1,1'-carbonyldiimidazole / dichloromethane / 3 h / 0 - 25 °C

3.2: 10 h / 20 - 25 °C

4.1: sodium hypochlorite; sodium hydrogencarbonate; potassium bromide / 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical / water; ethyl acetate / 2 h / 0 - 5 °C / Inert atmosphere

5.1: potassium carbonate / N,N-dimethyl-formamide / 6 h / 70 - 75 °C

6.1: hydrogenchloride; water / acetonitrile / 16 h / 40 °C

With hydrogenchloride; sodium hypochlorite; water; sodium hydrogencarbonate; potassium carbonate; ammonium chloride; 1,1'-carbonyldiimidazole; potassium bromide; sodium hydroxide; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; In methanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

2-((4R,6S)-6-(hydroxymethyl)-2,2-dimethyl-1,3-dioxane-4-yl)acetic acid (154877-92-6) → E-(7-{2-(N-methyl-N-methanesulfonylamino)-4-(4-fluorophenyl)-6-isopropyl-pyrimidin-5-yl}-[(3R,5S)-3,5-dihydroxy-hept-6-enoic acid])-N-methoxy-N-methyl-amide (1353637-14-5)

Guidance literature:

Multi-step reaction with 5 steps

1.1: ammonium chloride / acetonitrile / 1 h / 0 - 30 °C

2.1: 1,1'-carbonyldiimidazole / dichloromethane / 3 h / 0 - 25 °C

2.2: 10 h / 20 - 25 °C

3.1: sodium hypochlorite; sodium hydrogencarbonate; potassium bromide / 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical / water; ethyl acetate / 2 h / 0 - 5 °C / Inert atmosphere

4.1: potassium carbonate / N,N-dimethyl-formamide / 6 h / 70 - 75 °C

5.1: hydrogenchloride; water / acetonitrile / 16 h / 40 °C

With hydrogenchloride; sodium hypochlorite; water; sodium hydrogencarbonate; potassium carbonate; ammonium chloride; 1,1'-carbonyldiimidazole; potassium bromide; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; In dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;

upstream raw materials:

1,1-dimethylethyl (4R-cis)-6-hydroxymethyl-2,2-dimethyl-1,3-dioxane-4-acetate

N-(5-((diphenylphosphoryl)methyl)-4-(4-fluorophenyl)-6-isopropylpyrimidin-2-yl)-N-methylmethanesulfonamide

N-[4-(4-fluorophenyl)-5-(hydroxymethyl)-6-(propan-2-yl)pyrimidin-2-yl]-N-methylmethanesulfonamide

2-((4R,6S)-6-(hydroxymethyl)-2,2-dimethyl-1,3-dioxane-4-yl)acetic acid

Downstream raw materials:

E-7-[2-(N-methyl-N-methanesulfonylamino)-4-(4-fluorophenyl)-6-isopropyl-pyrimidin-5-yl]-(3R,5S)-3,5-dihydroxyhept-6-enoic acid diisopropylamine salt

Refernces