2-{6-[2-(5-methyl-2-phenyl-oxazol-4-yl)-ethoxy]-pyridin-3-ylmethyl}-tetrahydro-pyran-2-carboxylic acid ethyl ester

Base Information

• Chemical Name: 2-{6-[2-(5-methyl-2-phenyl-oxazol-4-yl)-ethoxy]-pyridin-3-ylmethyl}-tetrahydro-pyran-2-carboxylic acid ethyl ester
• CAS No.: 908150-29-8
• Molecular Formula: C₂₆H₃₀N₂O₅
• Molecular Weight: 450.535
• Mol file: 908150-29-8.mol

Synonyms:2-{6-[2-(5-methyl-2-phenyl-oxazol-4-yl)-ethoxy]-pyridin-3-ylmethyl}-tetrahydro-pyran-2-carboxylic acid ethyl ester

Chemical Property of 2-{6-[2-(5-methyl-2-phenyl-oxazol-4-yl)-ethoxy]-pyridin-3-ylmethyl}-tetrahydro-pyran-2-carboxylic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-{6-[2-(5-methyl-2-phenyl-oxazol-4-yl)-ethoxy]-pyridin-3-ylmethyl}-tetrahydro-pyran-2-carboxylic acid ethyl ester

There total 8 articles about 2-{6-[2-(5-methyl-2-phenyl-oxazol-4-yl)-ethoxy]-pyridin-3-ylmethyl}-tetrahydro-pyran-2-carboxylic acid ethyl ester 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: 70.0%

2-(6-bromo-pyridin-3-ylmethyl)-tetrahydro-pyran-2-carboxylic acid ethyl ester + (5-methyl-2-phenyloxazol-4-yl)ethanol (103788-65-4) → 2-{6-[2-(5-methyl-2-phenyl-oxazol-4-yl)-ethoxy]-pyridin-3-ylmethyl}-tetrahydro-pyran-2-carboxylic acid ethyl ester (908150-29-8)

Guidance literature:

With racemic-2-(di-tert-butylphosphino)-1,1′-binaphthyl; caesium carbonate; palladium diacetate; In toluene; for 16h; Heating;

DOI:10.1016/j.tetlet.2006.05.133

Reference yield:

5-(iodomethyl)-2-[2-(5-methyl-2-phenyl-1,3-oxazol-4-yl)ethoxy]pyridine (784149-40-2) + ethyl tetrahydro-2H-pyran-2-carboxylate (110811-34-2) → 2-{6-[2-(5-methyl-2-phenyl-oxazol-4-yl)-ethoxy]-pyridin-3-ylmethyl}-tetrahydro-pyran-2-carboxylic acid ethyl ester (908150-29-8)

Guidance literature:

With sodium hexamethyldisilazane; In tetrahydrofuran; at -50 ℃; for 3h;

DOI:10.1016/j.bmcl.2006.08.110

Reference yield:

5-formyl-2-[2-(5-methyl-2-phenyl-4-oxazolyl)-ethoxy]pyridine (157169-61-4) → 2-{6-[2-(5-methyl-2-phenyl-oxazol-4-yl)-ethoxy]-pyridin-3-ylmethyl}-tetrahydro-pyran-2-carboxylic acid ethyl ester (908150-29-8)

Guidance literature:

Multi-step reaction with 4 steps

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

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

3: 75 percent / NaI / acetone / 4 h / 20 °C

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

With sodium tetrahydroborate; oxalyl dichloride; sodium hexamethyldisilazane; sodium iodide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetone; 3: Finkelstein reaction;

DOI:10.1016/j.bmcl.2006.08.110

upstream raw materials:

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

ethyl tetrahydro-2H-pyran-2-carboxylate

(5-methyl-2-phenyloxazol-4-yl)ethanol

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