(2R,3R,4S)-4-Benzo[1,3]dioxol-5-yl-1-[(2,6-diethyl-phenylcarbamoyl)-methyl]-2-(4-propoxy-phenyl)-pyrrolidine-3-carboxylic acid ethyl ester

Base Information

• Chemical Name: (2R,3R,4S)-4-Benzo[1,3]dioxol-5-yl-1-[(2,6-diethyl-phenylcarbamoyl)-methyl]-2-(4-propoxy-phenyl)-pyrrolidine-3-carboxylic acid ethyl ester
• CAS No.: 1026011-53-9
• Molecular Formula: C₃₅H₄₂N₂O₆
• Molecular Weight: 586.728

Synonyms:(2R,3R,4S)-4-Benzo[1,3]dioxol-5-yl-1-[(2,6-diethyl-phenylcarbamoyl)-methyl]-2-(4-propoxy-phenyl)-pyrrolidine-3-carboxylic acid ethyl ester

Chemical Property of (2R,3R,4S)-4-Benzo[1,3]dioxol-5-yl-1-[(2,6-diethyl-phenylcarbamoyl)-methyl]-2-(4-propoxy-phenyl)-pyrrolidine-3-carboxylic acid ethyl ester

Chemical Property:

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Technology Process of (2R,3R,4S)-4-Benzo[1,3]dioxol-5-yl-1-[(2,6-diethyl-phenylcarbamoyl)-methyl]-2-(4-propoxy-phenyl)-pyrrolidine-3-carboxylic acid ethyl ester

There total 3 articles about (2R,3R,4S)-4-Benzo[1,3]dioxol-5-yl-1-[(2,6-diethyl-phenylcarbamoyl)-methyl]-2-(4-propoxy-phenyl)-pyrrolidine-3-carboxylic acid ethyl 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:

2,6-diethylaniline (579-66-8) → (2R,3R,4S)-4-Benzo[1,3]dioxol-5-yl-1-[(2,6-diethyl-phenylcarbamoyl)-methyl]-2-(4-propoxy-phenyl)-pyrrolidine-3-carboxylic acid ethyl ester (1026011-53-9)

Guidance literature:

Multi-step reaction with 2 steps

1: diisopropylethylamine / CH₂Cl₂ / 1.5 h / 20 °C

2: iPr₂NEt / acetonitrile

With N-ethyl-N,N-diisopropylamine; In dichloromethane; acetonitrile; 1: bromoacetylation / 2: Alkylation;

DOI:10.1021/jm990170q

Reference yield:

4-Benzo[1,3]dioxol-5-yl-2-(4-propoxy-phenyl)-pyrrolidine-3-carboxylic acid ethyl ester → (2R,3R,4S)-4-Benzo[1,3]dioxol-5-yl-1-[(2,6-diethyl-phenylcarbamoyl)-methyl]-2-(4-propoxy-phenyl)-pyrrolidine-3-carboxylic acid ethyl ester (1026011-53-9)

Guidance literature:

Multi-step reaction with 2 steps

1: preparative HPLC on a chiral Regis Whelk-02 column

2: iPr₂NEt / acetonitrile

With N-ethyl-N,N-diisopropylamine; In acetonitrile; 1: racemate resolution / 2: Alkylation;

DOI:10.1021/jm990170q

Reference yield:

2-bromo-N-(2',6'-diethylphenyl)acetamide (20781-88-8) + Ethyl [2R,3R,4S]2-(4-Propoxyphenyl)-4-(1,3-benzodioxol-5-yl)-pyrrolidine-3-carboxylate (218271-42-2) → (2R,3R,4S)-4-Benzo[1,3]dioxol-5-yl-1-[(2,6-diethyl-phenylcarbamoyl)-methyl]-2-(4-propoxy-phenyl)-pyrrolidine-3-carboxylic acid ethyl ester (1026011-53-9)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In acetonitrile;

DOI:10.1021/jm990170q

upstream raw materials:

2-bromo-N-(2',6'-diethylphenyl)acetamide

Ethyl [2R,3R,4S]2-(4-Propoxyphenyl)-4-(1,3-benzodioxol-5-yl)-pyrrolidine-3-carboxylate

2,6-diethylaniline

Downstream raw materials:

A-192621

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