(3R,8aR)-5-oxo-3,8a-diphenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine

Base Information

• Chemical Name: (3R,8aR)-5-oxo-3,8a-diphenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine
• CAS No.: 439084-69-2
• Molecular Formula: C₁₉H₁₉NO₂
• Molecular Weight: 293.365
• Mol file: 439084-69-2.mol

Synonyms:(3R,8aR)-5-oxo-3,8a-diphenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine

Chemical Property of (3R,8aR)-5-oxo-3,8a-diphenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3R,8aR)-5-oxo-3,8a-diphenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine

There total 1 articles about (3R,8aR)-5-oxo-3,8a-diphenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]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: 90.0%

D-2-phenylglycinol (56613-80-0) + 5-oxo-5-phenylvaleric acid (1501-05-9) → (3R,8aR)-5-oxo-3,8a-diphenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine (439084-69-2)

Guidance literature:

In toluene; for 25h; Heating;

DOI:10.1002/chem.200600420

Reference yield: 78.0%

Phenylselenyl chloride (5707-04-0) + benzyl chloroformate (501-53-1,94274-21-2) + (3R,8aR)-5-oxo-3,8a-diphenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine (439084-69-2) → (3R,8aR)-6-(benzyloxycarbonyl)-5-oxo-3,8a-diphenyl-6-(phenylselenyl)-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine (1049705-01-2)

Guidance literature:

(3R,8aR)-5-oxo-3,8a-diphenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 1.5h;

benzyl chloroformate; In tetrahydrofuran; at -78 ℃; for 1h;

Phenylselenyl chloride; In tetrahydrofuran; at -78 ℃; for 1h; Further stages.;

DOI:10.1021/jo801172b

Reference yield: 75.0%

(3R,8aR)-5-oxo-3,8a-diphenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine (439084-69-2) → (2R)-1-[(1R)-2-hydroxy-1-phenylethyl]-2-phenylpiperidine (205526-55-2)

Guidance literature:

With 9-bora-bicyclo[3.3.1]nonane; In tetrahydrofuran; for 8h; Heating;

DOI:10.1002/chem.200600420

upstream raw materials:

D-2-phenylglycinol

5-oxo-5-phenylvaleric acid

Downstream raw materials:

(2R)-1-[(1R)-2-hydroxy-1-phenylethyl]-2-phenylpiperidine

(2S)-1-[(1R)-2-hydroxy-1-phenylethyl]-2-phenylpiperidine

(3R,6S,8aR)-6-benzyl-5-oxo-3,8a-diphenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine

(R)-(+)-6-phenylpiperidine