4-[(2-hydroxy-1-methyl-2-phenylethyl)-methylcarbamoyl]-3-(4-methoxyphenoxymethyl)-4-phenylbutyric acid methyl ester

Base Information

• Chemical Name: 4-[(2-hydroxy-1-methyl-2-phenylethyl)-methylcarbamoyl]-3-(4-methoxyphenoxymethyl)-4-phenylbutyric acid methyl ester
• CAS No.: 440370-34-3
• Molecular Formula: C₃₀H₃₅NO₆
• Molecular Weight: 505.611
• Mol file: 440370-34-3.mol

Synonyms:4-[(2-hydroxy-1-methyl-2-phenylethyl)-methylcarbamoyl]-3-(4-methoxyphenoxymethyl)-4-phenylbutyric acid methyl ester

Chemical Property of 4-[(2-hydroxy-1-methyl-2-phenylethyl)-methylcarbamoyl]-3-(4-methoxyphenoxymethyl)-4-phenylbutyric acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-[(2-hydroxy-1-methyl-2-phenylethyl)-methylcarbamoyl]-3-(4-methoxyphenoxymethyl)-4-phenylbutyric acid methyl ester

There total 6 articles about 4-[(2-hydroxy-1-methyl-2-phenylethyl)-methylcarbamoyl]-3-(4-methoxyphenoxymethyl)-4-phenylbutyric acid methyl ester 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: 76.0%

(E)-4-(4-methoxy-phenoxy)-but-2-enoic acid methyl ester (96821-35-1) + N-((1R,2R)-2-hydroxy-1-methyl-2-phenylethyl)-N-methyl-2-phenylacetamide (440370-33-2) → 4-[(2-hydroxy-1-methyl-2-phenylethyl)-methylcarbamoyl]-3-(4-methoxyphenoxymethyl)-4-phenylbutyric acid methyl ester (440370-34-3) + 4-[(2-hydroxy-1-methyl-2-phenylethyl)-methylcarbamoyl]-3-(4-methoxyphenoxymethyl)-4-phenylbutyric acid methyl ester + 4-[(2-hydroxy-1-methyl-2-phenylethyl)-methylcarbamoyl]-3-(4-methoxyphenoxymethyl)-4-phenylbutyric acid methyl ester

Guidance literature:

With N,N,N,N,-tetramethylethylenediamine; lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.666667h;

DOI:10.1021/jo035564a

Reference yield:

(E)-4-(4-methoxy-phenoxy)-but-2-enoic acid methyl ester (96821-35-1) + N-((1R,2R)-2-hydroxy-1-methyl-2-phenylethyl)-N-methyl-2-phenylacetamide (440370-33-2) → 4-[(2-hydroxy-1-methyl-2-phenylethyl)-methylcarbamoyl]-3-(4-methoxyphenoxymethyl)-4-phenylbutyric acid methyl ester (440370-34-3) + 4-[(2-hydroxy-1-methyl-2-phenylethyl)-methylcarbamoyl]-3-(4-methoxyphenoxymethyl)-4-phenylbutyric acid methyl ester

Guidance literature:

With lithium chloride; lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.666667h; Title compound not separated from byproducts;

DOI:10.1021/jo035564a

Reference yield:

methyl-4-bromo-2-butenoate (1117-71-1,56699-18-4,6000-00-6) → 4-[(2-hydroxy-1-methyl-2-phenylethyl)-methylcarbamoyl]-3-(4-methoxyphenoxymethyl)-4-phenylbutyric acid methyl ester (440370-34-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 62 percent / K₂CO₃ / acetone; H₂O / 17 h / 20 °C

2: lithium bis(trimethylsilyl)amide; LiCl / tetrahydrofuran / 0.67 h / -78 °C

With potassium carbonate; lithium chloride; lithium hexamethyldisilazane; In tetrahydrofuran; water; acetone; 2: Michael addition;

DOI:10.1021/jo035564a

upstream raw materials:

(E)-4-(4-methoxy-phenoxy)-but-2-enoic acid methyl ester

N-((1R,2R)-2-hydroxy-1-methyl-2-phenylethyl)-N-methyl-2-phenylacetamide

methyl-4-bromo-2-butenoate

(1R,2R)-pseudoephedrine