(3R,6S,8aS)-6-methyl-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-methyl-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine
• CAS No.: 177981-16-7
• Molecular Formula: C₁₄H₁₇NO₂
• Molecular Weight: 231.294
• Mol file: 177981-16-7.mol

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

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

There total 2 articles about (3R,6S,8aS)-6-methyl-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:

(3R,8aS)-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo<3,2-a>pyridine (152615-80-0) + methyl iodide (74-88-4) → (3R,6R,8aS)-6-methyl-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine + (3R,6S,8aS)-6-methyl-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine (177981-16-7)

Guidance literature:

(3R,8aS)-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 1h;

methyl iodide; In tetrahydrofuran; for 2h;

DOI:10.1021/jo060157v

Reference yield:

(3R,8aS)-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo<3,2-a>pyridine (152615-80-0) + methyl iodide (74-88-4) → (3R,6S,8aS)-6-methyl-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine (177981-16-7)

Guidance literature:

With lithium diisopropyl amide; Yield given. Multistep reaction; 1.) THF, 2.) THF, -78 deg C;

DOI:10.1016/0957-4166(96)00096-1

Reference yield: 70.0%

n-pentylmagnesium bromide (693-25-4) + (3R,6S,8aS)-6-methyl-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine (177981-16-7) → (1'R,3S,6S)-(-)-1-(2'-hydroxy-1'-phenylethyl)-3-methyl-6-pentylpiperidin-2-one (1198319-91-3)

Guidance literature:

In tetrahydrofuran; at -20 - 20 ℃; Inert atmosphere;

DOI:10.3987/COM-09-11764

upstream raw materials:

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

methyl iodide

Downstream raw materials:

(1'R,3S)-(-)-1-(2'-hydroxy-1'-phenylethyl)-3-methylpiperidin-2-one

(1'R,3S,6S)-(-)-1-(2'-hydroxy-1'-phenylethyl)-3-methyl-6-pentylpiperidin-2-one

(2'R,3S)-(-)-2-(3-methylpiperidin-1-yl)-2'-phenylethanol