2-methoxy-2-methyl-3-{6-[2-(5-methyl-2-phenyl-1,3-oxazol-4-yl)ethoxy]pyridin-3-yl}propanoic acid

Base Information

• Chemical Name: 2-methoxy-2-methyl-3-{6-[2-(5-methyl-2-phenyl-1,3-oxazol-4-yl)ethoxy]pyridin-3-yl}propanoic acid
• CAS No.: 784148-47-6
• Molecular Formula: C₂₂H₂₄N₂O₅
• Molecular Weight: 396.443
• Mol file: 784148-47-6.mol

Synonyms:2-methoxy-2-methyl-3-{6-[2-(5-methyl-2-phenyl-1,3-oxazol-4-yl)ethoxy]pyridin-3-yl}propanoic acid

Chemical Property of 2-methoxy-2-methyl-3-{6-[2-(5-methyl-2-phenyl-1,3-oxazol-4-yl)ethoxy]pyridin-3-yl}propanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-methoxy-2-methyl-3-{6-[2-(5-methyl-2-phenyl-1,3-oxazol-4-yl)ethoxy]pyridin-3-yl}propanoic acid

There total 11 articles about 2-methoxy-2-methyl-3-{6-[2-(5-methyl-2-phenyl-1,3-oxazol-4-yl)ethoxy]pyridin-3-yl}propanoic acid 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: 100.0%

2-methoxy-2-methyl-3-{6-[2-(5-methyl-2-phenyl-oxazol-4-yl)-ethoxy]-pyridin-3-yl}-propionic acid methyl ester → 2-methoxy-2-methyl-3-{6-[2-(5-methyl-2-phenyl-1,3-oxazol-4-yl)ethoxy]pyridin-3-yl}propanoic acid (784148-47-6)

Guidance literature:

With lithium hydroxide monohydrate; In tetrahydrofuran; methanol; water; at 20 ℃; for 1h;

DOI:10.1016/j.tetlet.2009.01.113

Reference yield:

(5-methyl-2-phenyloxazol-4-yl)ethanol (103788-65-4) → 2-methoxy-2-methyl-3-{6-[2-(5-methyl-2-phenyl-1,3-oxazol-4-yl)ethoxy]pyridin-3-yl}propanoic acid (784148-47-6)

Guidance literature:

Multi-step reaction with 7 steps

1.1: 83 percent / KOtBu / tetrahydrofuran / 16 h / Heating

2.1: nBuLi / diethyl ether; tetrahydrofuran / -78 °C

2.2: 72 percent / diethyl ether; tetrahydrofuran / 1 h / 0 °C

3.1: 100 percent / NaBH₄ / methanol / 1 h / 20 °C

4.1: 100 percent / (COCl)2 / dimethylformamide; CH₂Cl₂ / 3 h / 20 °C

5.1: 75 percent / NaI / acetone / 4 h / 20 °C

6.1: NaHMDS / tetrahydrofuran / 3 h / -50 °C

7.1: LiOH / tetrahydrofuran; methanol; H₂O / 16 h / 20 °C

With lithium hydroxide; sodium tetrahydroborate; n-butyllithium; oxalyl dichloride; potassium tert-butylate; sodium hexamethyldisilazane; sodium iodide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; acetone; 5.1: Finkelstein reaction;

DOI:10.1016/j.bmcl.2006.08.110

Reference yield:

2-methoxy-2-methyl-3-{6-[2-(5-methyl-2-phenyl-oxazol-4-yl)-ethoxy]-pyridin-3-yl}-propionic acid ethyl ester → 2-methoxy-2-methyl-3-{6-[2-(5-methyl-2-phenyl-1,3-oxazol-4-yl)ethoxy]pyridin-3-yl}propanoic acid (784148-47-6)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; methanol; water; at 20 ℃; for 16h;

DOI:10.1016/j.bmcl.2006.08.110

upstream raw materials:

5-formyl-2-[2-(5-methyl-2-phenyl-4-oxazolyl)-ethoxy]pyridine

5-bromo-2-[2-(5-methyl-2-phenyl-1,3-oxazol-4-yl)ethoxy]pyridine

5-(chloromethyl)-2-[2-(5-methyl-2-phenyl-1,3-oxazol-4-yl)ethoxy]pyridine

{6-[2-(5-methyl-2-phenyl-1,3-oxazol-4-yl)ethoxy]pyridin-3-yl}methanol

Downstream raw materials:

(S)-N-((R)-2-Hydroxy-1-phenyl-ethyl)-2-methoxy-2-methyl-3-{6-[2-(5-methyl-2-phenyl-oxazol-4-yl)-ethoxy]-pyridin-3-yl}-propionamide