ethyl (4R)-4-dibenzylamino-5-(4-methoxyphenyl)-3-oxopentanoate

Base Information

• Chemical Name: ethyl (4R)-4-dibenzylamino-5-(4-methoxyphenyl)-3-oxopentanoate
• CAS No.: 676449-16-4
• Molecular Formula: C₂₈H₃₁NO₄
• Molecular Weight: 445.558
• Mol file: 676449-16-4.mol

Synonyms:ethyl (4R)-4-dibenzylamino-5-(4-methoxyphenyl)-3-oxopentanoate

Chemical Property of ethyl (4R)-4-dibenzylamino-5-(4-methoxyphenyl)-3-oxopentanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl (4R)-4-dibenzylamino-5-(4-methoxyphenyl)-3-oxopentanoate

There total 3 articles about ethyl (4R)-4-dibenzylamino-5-(4-methoxyphenyl)-3-oxopentanoate 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:

ethyl acetate (141-78-6) + (R)-2-Dibenzylamino-1-imidazol-1-yl-3-(4-methoxy-phenyl)-propan-1-one → ethyl (4R)-4-dibenzylamino-5-(4-methoxyphenyl)-3-oxopentanoate (676449-16-4)

Guidance literature:

ethyl acetate; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.333333h;

(R)-2-Dibenzylamino-1-imidazol-1-yl-3-(4-methoxy-phenyl)-propan-1-one; In tetrahydrofuran; at -78 ℃; for 2h; Further stages.;

DOI:10.1039/b311242j

Reference yield:

(R)-2-Dibenzylamino-3-(4-methoxy-phenyl)-propionic acid methyl ester (400009-34-9) → ethyl (4R)-4-dibenzylamino-5-(4-methoxyphenyl)-3-oxopentanoate (676449-16-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 95 percent / aq. LiOH / tetrahydrofuran / 18 h / Heating

2.1: tetrahydrofuran / 2.5 h / 20 °C

3.1: lithium hexamethyldisilazide / tetrahydrofuran / 0.33 h / -78 °C

3.2: 1.76 g / tetrahydrofuran / 2 h / -78 °C

With lithium hydroxide; lithium hexamethyldisilazane; In tetrahydrofuran; 3.2: Claisen condensation;

DOI:10.1039/b311242j

Reference yield:

(2R)-2-dibenzylamino-3-(methoxyphenyl)propanoic acid (676449-15-3) → ethyl (4R)-4-dibenzylamino-5-(4-methoxyphenyl)-3-oxopentanoate (676449-16-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: tetrahydrofuran / 2.5 h / 20 °C

2.1: lithium hexamethyldisilazide / tetrahydrofuran / 0.33 h / -78 °C

2.2: 1.76 g / tetrahydrofuran / 2 h / -78 °C

With lithium hexamethyldisilazane; In tetrahydrofuran; 2.2: Claisen condensation;

DOI:10.1039/b311242j

upstream raw materials:

ethyl acetate

(R)-2-Dibenzylamino-3-(4-methoxy-phenyl)-propionic acid methyl ester

(2R)-2-dibenzylamino-3-(methoxyphenyl)propanoic acid

Downstream raw materials:

ethyl (3R,4R)-4-dibenzylamino-3-hydroxy-5-(4-methoxyphenyl)pentanoate

(3R,4R)-4-dibenzylamino-3-hydroxy-5-(4-methoxyphenyl)pentan-1-ol

(2R,3R)-3-acetoxy-1-benzyl-2-(4-methoxybenzyl)pyrrolidine

(2R,3R)-1-benzyl-3-hydroxy-2-(4-methoxybenzyl)pyrrolidine