(S)-methyl 3-cyclopropyl-3-(2-((4-(5-fluoro-2-methoxypyridin-4-yl)-3-((R)-1-methoxy-2,2-dimethylpropyl)benzyl)oxy)pyridin-4-yl)propanoate

Base Information

• Chemical Name: (S)-methyl 3-cyclopropyl-3-(2-((4-(5-fluoro-2-methoxypyridin-4-yl)-3-((R)-1-methoxy-2,2-dimethylpropyl)benzyl)oxy)pyridin-4-yl)propanoate
• CAS No.: 1556954-17-6
• Molecular Formula: C₃₁H₃₇FN₂O₅
• Molecular Weight: 536.644
• Mol file: 1556954-17-6.mol

Synonyms:(S)-methyl 3-cyclopropyl-3-(2-((4-(5-fluoro-2-methoxypyridin-4-yl)-3-((R)-1-methoxy-2,2-dimethylpropyl)benzyl)oxy)pyridin-4-yl)propanoate

Chemical Property of (S)-methyl 3-cyclopropyl-3-(2-((4-(5-fluoro-2-methoxypyridin-4-yl)-3-((R)-1-methoxy-2,2-dimethylpropyl)benzyl)oxy)pyridin-4-yl)propanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-methyl 3-cyclopropyl-3-(2-((4-(5-fluoro-2-methoxypyridin-4-yl)-3-((R)-1-methoxy-2,2-dimethylpropyl)benzyl)oxy)pyridin-4-yl)propanoate

There total 18 articles about (S)-methyl 3-cyclopropyl-3-(2-((4-(5-fluoro-2-methoxypyridin-4-yl)-3-((R)-1-methoxy-2,2-dimethylpropyl)benzyl)oxy)pyridin-4-yl)propanoate 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: 83.0%

(R)-4-(4-(bromomethyl)-2-(1-methoxy-2,2-dimethylpropyl)phenyl)-5-fluoro-2-methoxypyridine (1556953-99-1) + (S)-methyl 3-cyclopropyl-3-(2-oxo-1,2-dihydropyridin-4-yl)propanoate (1556954-13-2) → (S)-methyl 3-cyclopropyl-3-(2-((4-(5-fluoro-2-methoxypyridin-4-yl)-3-((R)-1-methoxy-2,2-dimethylpropyl)benzyl)oxy)pyridin-4-yl)propanoate (1556954-17-6)

Guidance literature:

With silver(I) carbonate; In toluene; at 60 ℃; for 20h; Inert atmosphere;

DOI:10.1021/ml4005123

Reference yield:

4-(5-fluoro-2-(methyloxy)-4-pyridinyl)-3-((methyloxy)carbonyl)benzoic acid (1142232-40-3) → (S)-methyl 3-cyclopropyl-3-(2-((4-(5-fluoro-2-methoxypyridin-4-yl)-3-((R)-1-methoxy-2,2-dimethylpropyl)benzyl)oxy)pyridin-4-yl)propanoate (1556954-17-6)

Guidance literature:

Multi-step reaction with 9 steps

1: borane-THF / tetrahydrofuran / 46 h / 23 °C / Inert atmosphere

2: tetrahydrofuran; pentane / 1 h / -78 °C / Inert atmosphere

3: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 0 °C / Inert atmosphere

4: Chiracel-OD / hexane / Inert atmosphere; Resolution of racemate

5: triethylamine; dmap / dichloromethane / 24 h / 23 °C / Inert atmosphere

6: sodium hydride / N,N-dimethyl-formamide / 15 h / 23 - 50 °C / Inert atmosphere

7: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere

8: triphenylphosphine; N-Bromosuccinimide / tetrahydrofuran / 0.67 h / Inert atmosphere

9: silver(I) carbonate / toluene / 20 h / 60 °C / Inert atmosphere

With dmap; N-Bromosuccinimide; lithium aluminium tetrahydride; borane-THF; silver(I) carbonate; tetrabutyl ammonium fluoride; sodium hydride; triethylamine; triphenylphosphine; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; pentane;

DOI:10.1021/ml4005123

Reference yield:

dimethyl 4-(5-fluoro-2-(methyloxy)-4-pyridinyl)-1,3-benzenedicarboxylate (1142232-39-0) → (S)-methyl 3-cyclopropyl-3-(2-((4-(5-fluoro-2-methoxypyridin-4-yl)-3-((R)-1-methoxy-2,2-dimethylpropyl)benzyl)oxy)pyridin-4-yl)propanoate (1556954-17-6)

Guidance literature:

Multi-step reaction with 10 steps

1: potassium hydroxide / tetrahydrofuran; methanol / 17 h / 0 - 20 °C / Inert atmosphere

2: borane-THF / tetrahydrofuran / 46 h / 23 °C / Inert atmosphere

3: tetrahydrofuran; pentane / 1 h / -78 °C / Inert atmosphere

4: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 0 °C / Inert atmosphere

5: Chiracel-OD / hexane / Inert atmosphere; Resolution of racemate

6: triethylamine; dmap / dichloromethane / 24 h / 23 °C / Inert atmosphere

7: sodium hydride / N,N-dimethyl-formamide / 15 h / 23 - 50 °C / Inert atmosphere

8: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere

9: triphenylphosphine; N-Bromosuccinimide / tetrahydrofuran / 0.67 h / Inert atmosphere

10: silver(I) carbonate / toluene / 20 h / 60 °C / Inert atmosphere

With dmap; N-Bromosuccinimide; lithium aluminium tetrahydride; borane-THF; silver(I) carbonate; tetrabutyl ammonium fluoride; sodium hydride; triethylamine; triphenylphosphine; potassium hydroxide; In tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; pentane;

DOI:10.1021/ml4005123

upstream raw materials:

dimethyl 4-hydroxyisophthalate

dimethyl 4-trifluoromethanesulfonyl-oxy-1,3-benzenedicarboxylate

dimethyl 4-(5-fluoro-2-(methyloxy)-4-pyridinyl)-1,3-benzenedicarboxylate

4-(5-fluoro-2-(methyloxy)-4-pyridinyl)-3-((methyloxy)carbonyl)benzoic acid

Refernces