4-benzyloxy-1-{2-[4-(3-hydroxy-3-methyl-pyrrolidin-1-ylmethyl )-2-methyl-phenyl]-2-oxo-ethyl}-1H-pyridin-2-one

Base Information

• Chemical Name: 4-benzyloxy-1-{2-[4-(3-hydroxy-3-methyl-pyrrolidin-1-ylmethyl )-2-methyl-phenyl]-2-oxo-ethyl}-1H-pyridin-2-one
• CAS No.: 1453499-05-2
• Molecular Formula: C₂₇H₃₀N₂O₄
• Molecular Weight: 446.546
• Mol file: 1453499-05-2.mol

Synonyms:4-benzyloxy-1-{2-[4-(3-hydroxy-3-methyl-pyrrolidin-1-ylmethyl )-2-methyl-phenyl]-2-oxo-ethyl}-1H-pyridin-2-one

Chemical Property of 4-benzyloxy-1-{2-[4-(3-hydroxy-3-methyl-pyrrolidin-1-ylmethyl )-2-methyl-phenyl]-2-oxo-ethyl}-1H-pyridin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-benzyloxy-1-{2-[4-(3-hydroxy-3-methyl-pyrrolidin-1-ylmethyl )-2-methyl-phenyl]-2-oxo-ethyl}-1H-pyridin-2-one

There total 5 articles about 4-benzyloxy-1-{2-[4-(3-hydroxy-3-methyl-pyrrolidin-1-ylmethyl )-2-methyl-phenyl]-2-oxo-ethyl}-1H-pyridin-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: 72.0%

3-hydroxy-3-methylpyrrolidine (1312756-35-6,392338-65-7) + 4-benzyloxy-1-[2-(4-{bromomethyl}-2-methyl-phenyl)-2-oxo-ethyl]-1H-pyridin-2-one (1453499-98-3) → 4-benzyloxy-1-{2-[4-(3-hydroxy-3-methyl-pyrrolidin-1-ylmethyl )-2-methyl-phenyl]-2-oxo-ethyl}-1H-pyridin-2-one (1453499-05-2)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 50 ℃;

Reference yield:

1-(4-hydroxymethyl-2-methyl-phenyl)-ethanone (1453499-95-0) → 4-benzyloxy-1-{2-[4-(3-hydroxy-3-methyl-pyrrolidin-1-ylmethyl )-2-methyl-phenyl]-2-oxo-ethyl}-1H-pyridin-2-one (1453499-05-2)

Guidance literature:

Multi-step reaction with 4 steps

1: tetra-N-butylammonium tribromide / dichloromethane / 0.5 h / 20 °C

2: caesium carbonate / dimethyl sulfoxide / 2 h / 20 °C

3: phosphorus tribromide / dichloromethane / 1 h / 0 - 20 °C

4: potassium carbonate / N,N-dimethyl-formamide / 50 °C

With tetra-N-butylammonium tribromide; phosphorus tribromide; potassium carbonate; caesium carbonate; In dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;

Reference yield:

(4-iodo-3-methylphenyl)methanol (959632-18-9) → 4-benzyloxy-1-{2-[4-(3-hydroxy-3-methyl-pyrrolidin-1-ylmethyl )-2-methyl-phenyl]-2-oxo-ethyl}-1H-pyridin-2-one (1453499-05-2)

Guidance literature:

Multi-step reaction with 5 steps

1: potassium carbonate; palladium diacetate; 1,3-bis-(diphenylphosphino)propane; lithium chloride / N,N-dimethyl-formamide; water / 7 h / 90 °C / Inert atmosphere

2: tetra-N-butylammonium tribromide / dichloromethane / 0.5 h / 20 °C

3: caesium carbonate / dimethyl sulfoxide / 2 h / 20 °C

4: phosphorus tribromide / dichloromethane / 1 h / 0 - 20 °C

5: potassium carbonate / N,N-dimethyl-formamide / 50 °C

With 1,3-bis-(diphenylphosphino)propane; palladium diacetate; tetra-N-butylammonium tribromide; phosphorus tribromide; potassium carbonate; caesium carbonate; lithium chloride; In dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide;

upstream raw materials:

1-(4-hydroxymethyl-2-methyl-phenyl)-ethanone

(4-iodo-3-methylphenyl)methanol

2-bromo-1-(4-hydroxymethyl-2-methyl-phenyl)-ethanone

4-benzyloxy-1-[2-(4-hydroxymethyl-2-methyl-phenyl)-2-oxo-ethyl]-1H-pyridin-2-one