(1R,2R)-2-(4-fluorophenyl)-N-(2-hydroxy-1-methyl-2-phenylethyl)-N-methyl acetamide

Base Information

• Chemical Name: (1R,2R)-2-(4-fluorophenyl)-N-(2-hydroxy-1-methyl-2-phenylethyl)-N-methyl acetamide
• CAS No.: 440370-29-6
• Molecular Formula: C₁₈H₂₀FNO₂
• Molecular Weight: 301.361

Synonyms:(1R,2R)-2-(4-fluorophenyl)-N-(2-hydroxy-1-methyl-2-phenylethyl)-N-methyl acetamide

Chemical Property of (1R,2R)-2-(4-fluorophenyl)-N-(2-hydroxy-1-methyl-2-phenylethyl)-N-methyl acetamide

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Technology Process of (1R,2R)-2-(4-fluorophenyl)-N-(2-hydroxy-1-methyl-2-phenylethyl)-N-methyl acetamide

There total 1 articles about (1R,2R)-2-(4-fluorophenyl)-N-(2-hydroxy-1-methyl-2-phenylethyl)-N-methyl 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: 80.0%

(1R,2R)-pseudoephedrine (321-97-1,7009-81-6,90-83-5,6912-63-6) + 4-Fluorophenylacetyl chloride (459-04-1) → (1R,2R)-2-(4-fluorophenyl)-N-(2-hydroxy-1-methyl-2-phenylethyl)-N-methyl acetamide (440370-29-6)

Guidance literature:

With sodium hydroxide; In Isopropyl acetate; at 0 ℃; for 16h;

DOI:10.1021/jo035564a

Reference yield: 95.0%

(E)-4-(4-methoxy-phenoxy)-but-2-enoic acid methyl ester (96821-35-1) + (1R,2R)-2-(4-fluorophenyl)-N-(2-hydroxy-1-methyl-2-phenylethyl)-N-methyl acetamide (440370-29-6) → (3R,4R)-4-(4-fluorophenyl)-4-[(1R,2R)-(2-hydroxy-1-methyl-2-phenylethyl)-methylcarbamoyl]-3-(4-methoxyphenoxymethyl)-butyric acid methyl ester (440370-40-1)

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)-2-(4-fluorophenyl)-N-(2-hydroxy-1-methyl-2-phenylethyl)-N-methyl acetamide (440370-29-6) → (3R,4S)-4-(4-fluorophenyl)-4-[(1R,2R)-(2-hydroxy-1-methyl-2-phenylethyl)-methylcarbamoyl]-3-(4-methoxyphenoxymethyl)butyric acid methyl ester + (3R,4R)-4-(4-fluorophenyl)-4-[(1R,2R)-(2-hydroxy-1-methyl-2-phenylethyl)-methylcarbamoyl]-3-(4-methoxyphenoxymethyl)-butyric acid methyl ester (440370-40-1)

Guidance literature:

With N,N,N,N,-tetramethylethylenediamine; lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.666667h; Further Variations:; Temperatures; Product distribution;

DOI:10.1021/jo035564a

upstream raw materials:

(1R,2R)-pseudoephedrine

4-Fluorophenylacetyl chloride

Downstream raw materials:

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

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