(S)-4-(benzyloxy)-1-(2-(4-((3-hydroxypyrrolidin-1-yl)methyl)-2-methylphenyl)-2-oxoethyl)pyridin-2(1H)-one

Base Information

• Chemical Name: (S)-4-(benzyloxy)-1-(2-(4-((3-hydroxypyrrolidin-1-yl)methyl)-2-methylphenyl)-2-oxoethyl)pyridin-2(1H)-one
• CAS No.: 1453499-06-3
• Molecular Formula: C₂₆H₂₈N₂O₄
• Molecular Weight: 432.519
• Mol file: 1453499-06-3.mol

Synonyms:(S)-4-(benzyloxy)-1-(2-(4-((3-hydroxypyrrolidin-1-yl)methyl)-2-methylphenyl)-2-oxoethyl)pyridin-2(1H)-one

Chemical Property of (S)-4-(benzyloxy)-1-(2-(4-((3-hydroxypyrrolidin-1-yl)methyl)-2-methylphenyl)-2-oxoethyl)pyridin-2(1H)-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-4-(benzyloxy)-1-(2-(4-((3-hydroxypyrrolidin-1-yl)methyl)-2-methylphenyl)-2-oxoethyl)pyridin-2(1H)-one

There total 4 articles about (S)-4-(benzyloxy)-1-(2-(4-((3-hydroxypyrrolidin-1-yl)methyl)-2-methylphenyl)-2-oxoethyl)pyridin-2(1H)-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: 59.0%

4-benzyloxy-1-[2-(4-{bromomethyl}-2-methyl-phenyl)-2-oxo-ethyl]-1H-pyridin-2-one (1453499-98-3) + 3-hydroxypyrrolidine (100243-39-8) → (S)-4-(benzyloxy)-1-(2-(4-((3-hydroxypyrrolidin-1-yl)methyl)-2-methylphenyl)-2-oxoethyl)pyridin-2(1H)-one (1453499-06-3)

Guidance literature:

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

Reference yield:

1-(4-hydroxymethyl-2-methyl-phenyl)-ethanone (1453499-95-0) → (S)-4-(benzyloxy)-1-(2-(4-((3-hydroxypyrrolidin-1-yl)methyl)-2-methylphenyl)-2-oxoethyl)pyridin-2(1H)-one (1453499-06-3)

Guidance literature:

Multi-step reaction with 4 steps

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

2.1: caesium carbonate / dimethyl sulfoxide / 0.25 h / 20 °C

2.2: 2 h / 20 °C

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

4.1: potassium carbonate / N,N-dimethyl acetamide / 50 °C

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

Reference yield:

(4-iodo-3-methylphenyl)methanol (959632-18-9) → (S)-4-(benzyloxy)-1-(2-(4-((3-hydroxypyrrolidin-1-yl)methyl)-2-methylphenyl)-2-oxoethyl)pyridin-2(1H)-one (1453499-06-3)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 1,3-bis-(diphenylphosphino)propane; lithium chloride; potassium carbonate; palladium diacetate / water; N,N-dimethyl-formamide / 7 h / 90 °C / Inert atmosphere

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

3.1: caesium carbonate / dimethyl sulfoxide / 0.25 h / 20 °C

3.2: 2 h / 20 °C

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

5.1: potassium carbonate / N,N-dimethyl acetamide / 50 °C

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

upstream raw materials:

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

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

3-hydroxypyrrolidine

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