(2S,4R)-1-Benzoyl-4-phenyl-pyrrolidine-2-carboxylic acid

Base Information

• Chemical Name: (2S,4R)-1-Benzoyl-4-phenyl-pyrrolidine-2-carboxylic acid
• CAS No.: 120851-72-1
• Molecular Formula: C₁₈H₁₇NO₃
• Molecular Weight: 295.338
• DSSTox Substance ID: DTXSID201298680

Synonyms:(2S,4R)-1-Benzoyl-4-phenyl-pyrrolidine-2-carboxylic acid;SCHEMBL10469388;DTXSID201298680;(4R)-1-Benzoyl-4-phenyl-L-proline;120851-72-1

Chemical Property of (2S,4R)-1-Benzoyl-4-phenyl-pyrrolidine-2-carboxylic acid

Chemical Property:

• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 295.12084340
• Heavy Atom Count: 22
• Complexity: 411

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1C(CN(C1C(=O)O)C(=O)C2=CC=CC=C2)C3=CC=CC=C3
• Isomeric SMILES: C1[C@@H](CN([C@@H]1C(=O)O)C(=O)C2=CC=CC=C2)C3=CC=CC=C3

Technology Process of (2S,4R)-1-Benzoyl-4-phenyl-pyrrolidine-2-carboxylic acid

There total 4 articles about (2S,4R)-1-Benzoyl-4-phenyl-pyrrolidine-2-carboxylic 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:

benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → (2S,4R)-1-Benzoyl-4-chloro-pyrrolidine-2-carboxylic acid (120807-16-1) + (2S,4S)-1-Benzoyl-4-chloro-pyrrolidine-2-carboxylic acid (120806-99-7) + (2S,4S)-1-Benzoyl-4-phenyl-pyrrolidine-2-carboxylic acid (120851-71-0) + (2S,4R)-1-Benzoyl-4-phenyl-pyrrolidine-2-carboxylic acid (120851-72-1)

Guidance literature:

With aluminium trichloride; at 80 ℃;

DOI:10.1016/S0040-4039(00)88775-4

Reference yield:

(2S,4S)-1-Benzoyl-4-chloro-pyrrolidine-2-carboxylic acid (120806-99-7) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → (2S,4R)-1-Benzoyl-4-chloro-pyrrolidine-2-carboxylic acid (120807-16-1) + (2S,4S)-1-Benzoyl-4-phenyl-pyrrolidine-2-carboxylic acid (120851-71-0) + (2S,4R)-1-Benzoyl-4-phenyl-pyrrolidine-2-carboxylic acid (120851-72-1)

Guidance literature:

With aluminium trichloride; at 80 ℃; Product distribution;

DOI:10.1016/S0040-4039(00)88775-4

Reference yield:

N-benzoyl-4-trans-(methanesulfonyloxy)-L-proline (129155-63-1) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → (2S,4R)-1-Benzoyl-4-chloro-pyrrolidine-2-carboxylic acid (120807-16-1) + (2S,4S)-1-Benzoyl-4-chloro-pyrrolidine-2-carboxylic acid (120806-99-7) + (2S,4S)-1-Benzoyl-4-phenyl-pyrrolidine-2-carboxylic acid (120851-71-0) + (2S,4R)-1-Benzoyl-4-phenyl-pyrrolidine-2-carboxylic acid (120851-72-1)

Guidance literature:

With aluminium trichloride; at 10 ℃;

DOI:10.1016/S0040-4039(00)88775-4

upstream raw materials:

benzene

(2S,4S)-1-Benzoyl-4-chloro-pyrrolidine-2-carboxylic acid

N-benzoyl-4-trans-(methanesulfonyloxy)-L-proline

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