(1R,2R)-N-(2-hydroxymethyl-2-phenylethyl)-N-methyl-(4-methoxy-phenyl)acetamide

Base Information

• Chemical Name: (1R,2R)-N-(2-hydroxymethyl-2-phenylethyl)-N-methyl-(4-methoxy-phenyl)acetamide
• CAS No.: 440370-31-0
• Molecular Formula: C₁₉H₂₃NO₃
• Molecular Weight: 313.397
• Mol file: 440370-31-0.mol

Synonyms:(1R,2R)-N-(2-hydroxymethyl-2-phenylethyl)-N-methyl-(4-methoxy-phenyl)acetamide

Chemical Property of (1R,2R)-N-(2-hydroxymethyl-2-phenylethyl)-N-methyl-(4-methoxy-phenyl)acetamide

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of (1R,2R)-N-(2-hydroxymethyl-2-phenylethyl)-N-methyl-(4-methoxy-phenyl)acetamide

There total 1 articles about (1R,2R)-N-(2-hydroxymethyl-2-phenylethyl)-N-methyl-(4-methoxy-phenyl)acetamide 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: 89.0%

(1R,2R)-pseudoephedrine (321-97-1,7009-81-6,90-83-5,6912-63-6) + 4-methoxyphenyl-acetic chloride (4693-91-8) → (1R,2R)-N-(2-hydroxymethyl-2-phenylethyl)-N-methyl-(4-methoxy-phenyl)acetamide (440370-31-0)

Guidance literature:

With sodium hydroxide; In Isopropyl acetate; at 0 ℃; for 21h;

DOI:10.1021/jo035564a

Reference yield: 80.0%

(E)-4-(4-methoxy-phenoxy)-but-2-enoic acid methyl ester (96821-35-1) + (1R,2R)-N-(2-hydroxymethyl-2-phenylethyl)-N-methyl-(4-methoxy-phenyl)acetamide (440370-31-0) → (3R,4R)-4-(4-methoxyphenyl)-4-[(1R,2R)-(2-hydroxy-1-methyl-2-phenylethyl)-methylcarbamoyl]-3-(4-methoxyphenoxymethyl)-butyric acid methyl ester (440370-42-3)

Guidance literature:

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

DOI:10.1021/ol0259847

Reference yield:

(E)-4-(4-methoxy-phenoxy)-but-2-enoic acid methyl ester (96821-35-1) + (1R,2R)-N-(2-hydroxymethyl-2-phenylethyl)-N-methyl-(4-methoxy-phenyl)acetamide (440370-31-0) → (3R,4S)-4-(4-methoxyphenyl)-4-[(1R,2R)-(2-hydroxy-1-methyl-2-phenylethyl)-methylcarbamoyl]-3-(4-methoxyphenoxymethyl)butyric acid methyl ester + (3R,4R)-4-(4-methoxyphenyl)-4-[(1R,2R)-(2-hydroxy-1-methyl-2-phenylethyl)-methylcarbamoyl]-3-(4-methoxyphenoxymethyl)-butyric acid methyl ester (440370-42-3)

Guidance literature:

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

DOI:10.1021/jo035564a

upstream raw materials:

(1R,2R)-pseudoephedrine

4-methoxyphenyl-acetic chloride

Downstream raw materials:

(3R,4R)-4-(4-methoxyphenyl)-4-[(1R,2R)-(2-hydroxy-1-methyl-2-phenylethyl)-methylcarbamoyl]-3-(4-methoxyphenoxymethyl)-butyric acid methyl ester