(4''R,2S)-2'-(4'',5''-dihydro-4''-phenyl-2''-oxazolyl)-6'-(2,2-dimethyl-1-hydroxypropyl)pyridine

Base Information

• Chemical Name: (4''R,2S)-2'-(4'',5''-dihydro-4''-phenyl-2''-oxazolyl)-6'-(2,2-dimethyl-1-hydroxypropyl)pyridine
• CAS No.: 164021-89-0
• Molecular Formula: C₁₉H₂₂N₂O₂
• Molecular Weight: 310.396

Synonyms:(4''R,2S)-2'-(4'',5''-dihydro-4''-phenyl-2''-oxazolyl)-6'-(2,2-dimethyl-1-hydroxypropyl)pyridine

Chemical Property of (4''R,2S)-2'-(4'',5''-dihydro-4''-phenyl-2''-oxazolyl)-6'-(2,2-dimethyl-1-hydroxypropyl)pyridine

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Technology Process of (4''R,2S)-2'-(4'',5''-dihydro-4''-phenyl-2''-oxazolyl)-6'-(2,2-dimethyl-1-hydroxypropyl)pyridine

There total 1 articles about (4''R,2S)-2'-(4'',5''-dihydro-4''-phenyl-2''-oxazolyl)-6'-(2,2-dimethyl-1-hydroxypropyl)pyridine 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:

D-2-phenylglycinol (56613-80-0) + 6-(1-Hydroxy-2,2-dimethyl-propyl)-pyridine-2-carboximidic acid methyl ester → (4''R,2S)-2'-(4'',5''-dihydro-4''-phenyl-2''-oxazolyl)-6'-(2,2-dimethyl-1-hydroxypropyl)pyridine (164021-89-0) + (4''R,2R)-2'-(4'',5''-dihydro-4''-phenyl-2''-oxazolyl)-6'-(2,2-dimethyl-1-hydroxypropyl)pyridine (164021-84-5)

Guidance literature:

With sulfuric acid; In dichloromethane; for 2h; Yield given; Heating;

DOI:10.1016/0957-4166(95)00039-R

Reference yield: 58.0%

3-(-4-methoxycarbonyloxyphenyl)propionic acid (134447-09-9) + (4''R,2S)-2'-(4'',5''-dihydro-4''-phenyl-2''-oxazolyl)-6'-(2,2-dimethyl-1-hydroxypropyl)pyridine (164021-89-0) → 3-(4-Methoxycarbonyloxy-phenyl)-propionic acid (S)-2,2-dimethyl-1-[6-((R)-4-phenyl-4,5-dihydro-oxazol-2-yl)-pyridin-2-yl]-propyl ester (256454-89-4)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 4.5h;

DOI:10.1016/S0957-4166(99)00416-4

Reference yield: 35.0%

(4''R,2S)-2'-(4'',5''-dihydro-4''-phenyl-2''-oxazolyl)-6'-(2,2-dimethyl-1-hydroxypropyl)pyridine (164021-89-0) + methyl iodide (74-88-4) → (4'R,1''S)-2-(3',4'-dihydro-4'-phenyl-2'-oxazolyl)-6-(1''-methoxy-2'',2''-dimethylpropyl)pyridine + (4'R,1''R)-2-(3',4'-dihydro-4'-phenyl-2'-oxazolyl)-6-(1''-methoxy-2'',2''-dimethylpropyl)pyridine

Guidance literature:

With sodium hydride; In tetrahydrofuran; for 5h;

DOI:10.1021/jo961490+

upstream raw materials:

D-2-phenylglycinol

Downstream raw materials:

3-(4-Methoxycarbonyloxy-phenyl)-propionic acid (S)-2,2-dimethyl-1-[6-((R)-4-phenyl-4,5-dihydro-oxazol-2-yl)-pyridin-2-yl]-propyl ester

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