1-benzylpyrrolidine-2,5-dicarboxylic Acid

Base Information

• Chemical Name: 1-benzylpyrrolidine-2,5-dicarboxylic Acid
• CAS No.: 52321-07-0
• Molecular Formula: C13H15NO4
• Molecular Weight: 249.266
• European Community (EC) Number: 854-330-2
• DSSTox Substance ID: DTXSID90403586
• Mol file: 52321-07-0.mol

Synonyms:1-benzylpyrrolidine-2,5-dicarboxylic Acid;433933-93-8;2,5-Pyrrolidinedicarboxylic acid, 1-(phenylmethyl)-;SCHEMBL4710677;DTXSID90403586;CCA32107;MFCD13874720;AKOS022664053;PB42975;1-benzylpyrrolidine-2,5-dicarboxylicAcid;DS-12017;CS-0159378;FT-0716998;C75166;EN300-150861;rac-(2R,5S)-1-Benzylpyrrolidine-2,5-dicarboxylic acid

Chemical Property of 1-benzylpyrrolidine-2,5-dicarboxylic Acid

Chemical Property:

• XLogP3: -0.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 249.10010796
• Heavy Atom Count: 18
• Complexity: 303

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CC(N(C1C(=O)O)CC2=CC=CC=C2)C(=O)O

Technology Process of 1-benzylpyrrolidine-2,5-dicarboxylic Acid

There total 9 articles about 1-benzylpyrrolidine-2,5-dicarboxylic Acid 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: 74.0%

cis-1-benzylpyrrolidine-2,5-dicarboxylic acid diethyl ester (52321-06-9) → cis-1-Benzyl-2,5-pyrrolidinedicarboxylic Acid (52321-07-0)

Guidance literature:

With hydrogenchloride; for 2h; Heating;

DOI:10.1002/ardp.200300749

Reference yield: 70.0%

cis-2,5-dimethyl N-benzylpyrrolidine-2,5-dicarboxylate (102508-03-2) → cis-1-Benzyl-2,5-pyrrolidinedicarboxylic Acid (52321-07-0)

Guidance literature:

cis-2,5-dimethyl N-benzylpyrrolidine-2,5-dicarboxylate; With sodium hydroxide; In methanol; water; at 20 ℃; for 24.5h;

With hydrogenchloride; In water; pH=2;

DOI:10.1016/j.tet.2011.02.082

Reference yield:

trans-N-benzyl-2,5-bis(ethoxycarbonyl)pyrrolidine (90290-04-3,50990-24-4,17740-40-8,52321-06-9,90365-12-1) → (2S,5S)-1-Benzylpyrrolidine-2,5-dicarboxylic acid (52321-07-0,90365-14-3,93713-33-8,111139-11-8)

Guidance literature:

With sodium hydroxide; In water; at 23 ℃; for 8h;

DOI:10.1021/jo00023a037

upstream raw materials:

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

2,5-dibromohexanedioyl dichloride

Adipic acid dichloride

cis-2,5-dimethyl N-benzylpyrrolidine-2,5-dicarboxylate

Downstream raw materials:

8-Benzyl-3-oxa-8-azabicyclo[3.2.1]octan-2,4-dione

(2S,5S)-5-[(3S,5S)-1-Acetyl-5-(4-nitro-phenoxycarbonyl)-pyrrolidin-3-ylsulfanylmethyl]-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester

trans-1-(tert-Butoxycarboxyl)-2(S)-(methoxycarbonyl)-5(S)-<(tosyloxy)methyl>pyrrolidine

(-)-(2S,5S)-N-benzyl-trans-2,5-bis(methoxycarbonyl)pyrrolidine

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