(6R)-N-(2-hydroxy-5-methylphenyl)-4-methoxy-6-phenyl-3,4-didehydropiperidin-2-one

Base Information

• Chemical Name: (6R)-N-(2-hydroxy-5-methylphenyl)-4-methoxy-6-phenyl-3,4-didehydropiperidin-2-one
• CAS No.: 910471-00-0
• Molecular Formula: C₁₉H₁₉NO₃
• Molecular Weight: 309.365
• Mol file: 910471-00-0.mol

Synonyms:(6R)-N-(2-hydroxy-5-methylphenyl)-4-methoxy-6-phenyl-3,4-didehydropiperidin-2-one

Chemical Property of (6R)-N-(2-hydroxy-5-methylphenyl)-4-methoxy-6-phenyl-3,4-didehydropiperidin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (6R)-N-(2-hydroxy-5-methylphenyl)-4-methoxy-6-phenyl-3,4-didehydropiperidin-2-one

There total 2 articles about (6R)-N-(2-hydroxy-5-methylphenyl)-4-methoxy-6-phenyl-3,4-didehydropiperidin-2-one 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:

((E)-1,3-Dimethoxy-buta-1,3-dienyloxy)-trimethyl-silane (90857-62-8) + (E)-2-(benzylideneamino)-4-methylphenol (878193-80-7) → (6R)-N-(2-hydroxy-5-methylphenyl)-4-methoxy-6-phenyl-3,4-didehydropiperidin-2-one (910471-00-0) + (6S)-N-(2-hydroxy-5-methylphenyl)-4-methoxy-6-phenyl-3,4-didehydropiperidin-2-one

Guidance literature:

((E)-1,3-Dimethoxy-buta-1,3-dienyloxy)-trimethyl-silane; (E)-2-(benzylideneamino)-4-methylphenol; With (R)-BINOL based chiral phosphoric acid pyridinium salt; In 1,3,5-trimethyl-benzene; at -40 - 20 ℃;

With benzoic acid; In 1,3,5-trimethyl-benzene; at 110 ℃; for 12h; Title compound not separated from byproducts;

DOI:10.1002/anie.200601345

Reference yield:

C21H25NO4 → (6R)-N-(2-hydroxy-5-methylphenyl)-4-methoxy-6-phenyl-3,4-didehydropiperidin-2-one (910471-00-0) + (6S)-N-(2-hydroxy-5-methylphenyl)-4-methoxy-6-phenyl-3,4-didehydropiperidin-2-one

Guidance literature:

With benzoic acid; In toluene; at 110 ℃; for 12h; under 760.051 Torr; optical yield given as %ee; Inert atmosphere;

DOI:10.1016/j.tetlet.2010.04.009

Reference yield: 100.0%

(6R)-N-(2-hydroxy-5-methylphenyl)-4-methoxy-6-phenyl-3,4-didehydropiperidin-2-one (910471-00-0) → 4-hydroxy-1-(2-hydroxy-5-methyl-phenyl)-6-phenyl-5,6-dihydro-1H-pyridin-2-one (916592-54-6)

Guidance literature:

With trifluoroacetic acid; In water;

DOI:10.1002/anie.200601345

upstream raw materials:

((E)-1,3-Dimethoxy-buta-1,3-dienyloxy)-trimethyl-silane

(E)-2-(benzylideneamino)-4-methylphenol

Downstream raw materials:

4-hydroxy-1-(2-hydroxy-5-methyl-phenyl)-6-phenyl-5,6-dihydro-1H-pyridin-2-one

Toluene-4-sulfonic acid (R)-1-(2-hydroxy-5-methyl-phenyl)-6-oxo-2-phenyl-1,2,3,6-tetrahydro-pyridin-4-yl ester