(3R,6S,8S,8aR)-8-ethyl-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,8S,8aR)-8-ethyl-6-methyl-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine
• CAS No.: 601488-95-3
• Molecular Formula: C₁₆H₂₁NO₂
• Molecular Weight: 259.348

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

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

Chemical Property:

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

There total 1 articles about (3R,6S,8S,8aR)-8-ethyl-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: 66.0%

(3R,8S,8aR)-8-ethyl-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine (194149-76-3) + methyl iodide (74-88-4) → (3R,6R,8S,8aR)-8-ethyl-6-methyl-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine + (3R,6S,8S,8aR)-8-ethyl-6-methyl-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine (601488-95-3)

Guidance literature:

(3R,8S,8aR)-8-ethyl-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine; With lithium hexamethyldisilazane; at -78 ℃; for 1h;

methyl iodide; at -78 ℃; for 2h;

DOI:10.1021/ol035199+

Reference yield: 65.0%

(3R,6S,8S,8aR)-8-ethyl-6-methyl-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine (601488-95-3) → (3S,5S)-3-ethyl-1-[(1R)-2-hydroxy-1-phenylethyl]-5-methylpiperidine (601488-96-4)

Guidance literature:

With borane; In tetrahydrofuran; at -78 - 0 ℃; for 6h;

DOI:10.1021/jo060157v

Reference yield: 65.0%

(3R,6S,8S,8aR)-8-ethyl-6-methyl-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine (601488-95-3) → (2S,4S)-4-ethyl-5-{[(1R)-2-hydroxy-1-phenylethyl]amino}-2-methyl-1-pentanol

Guidance literature:

With lithium amidotrihydridoborate; In tetrahydrofuran; hexane; at 40 ℃; Inert atmosphere;

DOI:10.1002/ejoc.201501409

upstream raw materials:

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

methyl iodide

Downstream raw materials:

(3S,5S)-3-ethyl-1-[(1R)-2-hydroxy-1-phenylethyl]-5-methylpiperidine

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