(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
Hs Code.:

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

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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

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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%

: 1556953-99-1
(R)-4-(4-(bromomethyl)-2-(1-methoxy-2,2-dimethylpropyl)phenyl)-5-fluoro-2-methoxypyridine

: 1556954-13-2
(S)-methyl 3-cyclopropyl-3-(2-oxo-1,2-dihydropyridin-4-yl)propanoate

: 1556954-17-6
(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

Guidance literature:: With silver(I) carbonate; In toluene; at 60 ℃; for 20h; Inert atmosphere;
DOI:10.1021/ml4005123

Reference yield:

: 1142232-40-3
4-(5-fluoro-2-(methyloxy)-4-pyridinyl)-3-((methyloxy)carbonyl)benzoic acid

: 1556954-17-6
(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

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:

: 1142232-39-0
dimethyl 4-(5-fluoro-2-(methyloxy)-4-pyridinyl)-1,3-benzenedicarboxylate

: 1556954-17-6
(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

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