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

Base Information

• Chemical Name: (3R,6S,8aS)-6-benzyl-6-ethyl-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine
• CAS No.: 943739-50-2
• Molecular Formula: C₂₂H₂₅NO₂
• Molecular Weight: 335.446
• Mol file: 943739-50-2.mol

Synonyms:(3R,6S,8aS)-6-benzyl-6-ethyl-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine

Chemical Property of (3R,6S,8aS)-6-benzyl-6-ethyl-5-oxo-3-phenyl-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,6S,8aS)-6-benzyl-6-ethyl-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine

There total 4 articles about (3R,6S,8aS)-6-benzyl-6-ethyl-5-oxo-3-phenyl-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:

C20H21NO2 + ethyl iodide (75-03-6) → (3R,6S,8aS)-6-benzyl-6-ethyl-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine (943739-50-2) + (3R,6R,8aS)-6-benzyl-6-ethyl-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine

Guidance literature:

C₂₀H₂₁NO₂; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 2h;

ethyl iodide; In tetrahydrofuran; at -78 ℃; for 3h; Further stages.;

DOI:10.1021/jo070397q

Reference yield:

benzyl bromide (100-39-0) + (3R,6S,8aS)-6-ethyl-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine (185330-37-4) → (3R,6S,8aS)-6-benzyl-6-ethyl-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine (943739-50-2) + (3R,6R,8aS)-6-benzyl-6-ethyl-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine

Guidance literature:

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

benzyl bromide; In tetrahydrofuran; at -78 ℃; for 3h; Further stages.;

DOI:10.1021/jo070397q

Reference yield:

(3R,8aS)-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo<3,2-a>pyridine (152615-80-0) → (3R,6S,8aS)-6-benzyl-6-ethyl-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine (943739-50-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: LiHMDS / tetrahydrofuran / -78 °C

1.2: 65 percent / tetrahydrofuran / -78 °C

2.1: LiHMDS / tetrahydrofuran / 2 h / -78 °C

2.2: tetrahydrofuran / 3 h / -78 °C

With lithium hexamethyldisilazane; In tetrahydrofuran;

DOI:10.1021/jo070397q

upstream raw materials:

ethyl iodide

benzyl bromide

(3R,6S,8aS)-6-ethyl-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine

(3R,8aS)-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo<3,2-a>pyridine

Downstream raw materials:

(3S)-3-benzyl-3-ethyl-1-[(1R)-2-hydroxy-1-phenylethyl]-2-piperidone