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

Base Information

• Chemical Name: (2R,5S)-1-benzylpyrrolidine-2,5-dicarboxylic acid 2-ethyl ester
• CAS No.: 183996-21-6
• Molecular Formula: C₁₅H₁₉NO₄
• Molecular Weight: 277.32
• Mol file: 183996-21-6.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

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

There total 1 articles about (2R,5S)-1-benzylpyrrolidine-2,5-dicarboxylic acid 2-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: 95.0%

cis-1-benzylpyrrolidine-2,5-dicarboxylic acid diethyl ester (52321-06-9) → (2R,5S)-1-benzylpyrrolidine-2,5-dicarboxylic acid 2-ethyl ester (183996-21-6)

Guidance literature:

With sodium hydroxide; pig liver esterase; In water; dimethyl sulfoxide; at 22 - 25 ℃; for 18h; at pH 7.5;

Reference yield: 83.3%

(2R,5S)-1-benzylpyrrolidine-2,5-dicarboxylic acid 2-ethyl ester (183996-21-6) + di-tert-butyl 2,2'-((2-((2-(tert-butoxy)-2-oxoethyl)amino)ethyl)azanediyl)diacetate (186349-54-2) → (2R,5S)-1-benzyl-5-{[2-(bis-tert-butoxycarbonylmethyl-amino)ethyl]-tert-butoxycarbonylmethyl-carbamoyl}pyrrolidine-2-carboxylic acid ethyl ester (769969-20-2)

Guidance literature:

With benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃;

Reference yield: 80.4%

(R)-2-[2-(bis-tert-butoxycarbonylmethyl-amino)ethylamino]-3-(4-nitrophenyl)propionic acid methyl ester (769969-16-6) + (2R,5S)-1-benzylpyrrolidine-2,5-dicarboxylic acid 2-ethyl ester (183996-21-6) → (1'R,2R,5S)-1-benzyl-5-{[2-(bis-tert-butoxycarbonylmethyl-amino)ethyl]-[1-methoxycarbonyl-2-(4-nitrophenyl)ethyl]carbamoyl}pyrrolidin-2-carboxylic acid ethyl ester (769969-17-7)

Guidance literature:

With benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃;

upstream raw materials:

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

Downstream raw materials:

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

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

(2R,5S)-1-benzyl-5-[tert-butoxycarbonylmethyl-(4-methoxybenzyl)carbamoyl]pyrrolidine-2-carboxylic acid ethyl ester

(2R,5S)-1-benzyl-5-(2-tert-butoxycarbonylamino-propylcarbamoyl)pyrrolidine-2-carboxylic acid ethyl ester