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

Base Information

• Chemical Name: (3R,7S,8aS)-8a-methyl-5-oxo-3,7-diphenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine
• CAS No.: 1049705-15-8
• Molecular Formula: C₂₀H₂₁NO₂
• Molecular Weight: 307.392

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

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

Chemical Property:

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

There total 2 articles about (3R,7S,8aS)-8a-methyl-5-oxo-3,7-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: 68.0%

(3R,7S,8aS)-6-(benzyloxycarbonyl)-8a-methyl-5-oxo-3,7-diphenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine (1049705-08-9) → (3R,7S,8aS)-8a-methyl-5-oxo-3,7-diphenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine (1049705-15-8)

Guidance literature:

(3R,7S,8aS)-6-(benzyloxycarbonyl)-8a-methyl-5-oxo-3,7-diphenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine; With ammonium formate; palladium on activated charcoal; In methanol; at 20 ℃; for 18h;

In toluene; for 12h; Further stages.; Heating;

DOI:10.1021/jo801172b

Reference yield:

(3R,8aS)-6-(benzyloxycarbonyl)-8a-methyl-5-oxo-3,7-diphenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine → (3R,7S,8aS)-8a-methyl-5-oxo-3,7-diphenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine (1049705-15-8) + (3R,7R,8aS)-8a-methyl-5-oxo-3,7-diphenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine

Guidance literature:

(3R,8aS)-6-(benzyloxycarbonyl)-8a-methyl-5-oxo-3,7-diphenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine; With ammonium formate; palladium on activated charcoal; In methanol; at 20 ℃; for 18h;

In toluene; for 12h; Further stages. Title compound not separated from byproducts.; Heating;

DOI:10.1021/jo801172b

Reference yield: 70.0%

(3R,7S,8aS)-8a-methyl-5-oxo-3,7-diphenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine (1049705-15-8) → (2R,4R)-1-[(1R)-2-hydroxy-1-phenylethyl]-2-methyl-4-phenylpiperidine (1049705-17-0)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 20 ℃; for 20h;

DOI:10.1021/jo801172b

upstream raw materials:

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

Downstream raw materials:

(2R,4R)-1-[(1R)-2-hydroxy-1-phenylethyl]-2-methyl-4-phenylpiperidine

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