(2S,5S)-1-benzylpyrrolidine-2,5-dicarboxylic acid tert-butyl ester ethyl ester

Base Information

• Chemical Name: (2S,5S)-1-benzylpyrrolidine-2,5-dicarboxylic acid tert-butyl ester ethyl ester
• CAS No.: 183996-23-8
• Molecular Formula: C₁₉H₂₇NO₄
• Molecular Weight: 333.428
• Mol file: 183996-23-8.mol

Synonyms:(2S,5S)-1-benzylpyrrolidine-2,5-dicarboxylic acid tert-butyl ester ethyl ester

Chemical Property of (2S,5S)-1-benzylpyrrolidine-2,5-dicarboxylic acid tert-butyl ester ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,5S)-1-benzylpyrrolidine-2,5-dicarboxylic acid tert-butyl ester ethyl ester

There total 2 articles about (2S,5S)-1-benzylpyrrolidine-2,5-dicarboxylic acid tert-butyl ester 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:

cis-1-benzylpyrrolidine-2,5-dicarboxylic acid diethyl ester (52321-06-9) → (2S,5S)-1-benzylpyrrolidine-2,5-dicarboxylic acid tert-butyl ester ethyl ester (183996-23-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / 0.1M NaOH, pig liver esterase / H₂O; dimethylsulfoxide / 18 h / 22 - 25 °C / at pH 7.5

2: HClO₄ / H₂O / 18 h

With sodium hydroxide; perchloric acid; pig liver esterase; In water; dimethyl sulfoxide;

Reference yield:

acetic acid tert-butyl ester (540-88-5) + (2R,5S)-1-benzylpyrrolidine-2,5-dicarboxylic acid 2-ethyl ester (183996-21-6) → (2S,5S)-1-benzylpyrrolidine-2,5-dicarboxylic acid tert-butyl ester ethyl ester (183996-23-8)

Guidance literature:

With perchloric acid; In water; for 18h; Yield given;

Reference yield: 92.0%

(2S,5S)-1-benzylpyrrolidine-2,5-dicarboxylic acid tert-butyl ester ethyl ester (183996-23-8) → (2S,5S)-1-benzyl-5-hydroxymethylpyrrolidine-2-carboxylic acid tert-butyl ester (183996-24-9)

Guidance literature:

With lithium borohydride; In tetrahydrofuran; diethyl ether; for 4h;

upstream raw materials:

acetic acid tert-butyl ester

(2R,5S)-1-benzylpyrrolidine-2,5-dicarboxylic acid 2-ethyl ester

cis-1-benzylpyrrolidine-2,5-dicarboxylic acid diethyl ester

Downstream raw materials:

(2S,5S)-1-benzyl-5-hydroxymethylpyrrolidine-2-carboxylic acid tert-butyl ester

(2S,5S)-1-(2-acetylamino-3-phenylacryloyl)-5-hydroxymethylpyrrolidine-2-carboxylic acid tert-butyl ester

(2S,5S)-1-(2-acetylamino-3-phenylacryloyl)-5-bromomethylpyrrolidine-2-carboxylic acid tert-butyl ester