(2S,4S)-4-benzylpyrrolidine-2-carboxylic Acid

Base Information

• Chemical Name: (2S,4S)-4-benzylpyrrolidine-2-carboxylic Acid
• CAS No.: 82087-73-8
• Molecular Formula: C12H15 N O2
• Molecular Weight: 205.257
• Hs Code.: 2933990090
• European Community (EC) Number: 676-000-5
• DSSTox Substance ID: DTXSID70435643
• Nikkaji Number: J651.361A
• ChEMBL ID: CHEMBL1778777
• Mol file: 82087-73-8.mol

Synonyms:82087-73-8;(2S,4S)-4-benzylpyrrolidine-2-carboxylic Acid;(4S)-4-Benzyl-L-proline;(2s,4s)-4-benzyl-pyrrolidine-2-carboxylic acid;(2S,4S)-4-Benzylpyrrolidine-2-carboxylic acid, HCl;L-PROLINE, 4-(PHENYLMETHYL)-, CIS-;SCHEMBL3190846;CHEMBL1778777;DTXSID70435643;1217849-46-1;MFCD07784035;AKOS015919822;EN300-6729598;rac-(2R,4R)-4-benzylpyrrolidine-2-carboxylic acid;(2S)-4alpha-Benzylpyrrolidine-2alpha-carboxylic acid

Chemical Property of (2S,4S)-4-benzylpyrrolidine-2-carboxylic Acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.565
• Boiling Point: 376.911°C at 760 mmHg
• Flash Point: 181.75°C
• PSA: 49.33000
• Density: 1.171g/cm³
• LogP: 1.62060
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: -0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 205.110278721
• Heavy Atom Count: 15
• Complexity: 224

Purity/Quality:

98%min ^*data from raw suppliers

(2S,4S)-4-Benzylpyrrolidine-2-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(CNC1C(=O)O)CC2=CC=CC=C2
• Isomeric SMILES: C1[C@@H](CN[C@@H]1C(=O)O)CC2=CC=CC=C2

Technology Process of (2S,4S)-4-benzylpyrrolidine-2-carboxylic Acid

There total 4 articles about (2S,4S)-4-benzylpyrrolidine-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: 89.0%

N-(benzyloxycarbonyl)-4-(phenylmethylidene)-L-proline (81653-75-0) → (2S,4S)-4-Benzylproline (82087-73-8,1260606-90-3)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol;

DOI:10.1021/jm00401a014

Reference yield:

1-benzyloxycarbonyl-4-keto-L-proline (64187-47-9) → (2S,4S)-4-Benzylproline (82087-73-8,1260606-90-3)

Guidance literature:

Multi-step reaction with 2 steps

1: NaH / dimethylsulfoxide / 1.) 70 deg C, 2.) 70 deg C, 4 h, 3.) overnight

2: 89 percent / H₂ / 5percent Pd/C / methanol

With hydrogen; sodium hydride; palladium on activated charcoal; In methanol; dimethyl sulfoxide;

DOI:10.1021/jm00401a014

Reference yield:

benzyltriphenylphosphonium chloride (1100-88-5) → (2S,4S)-4-Benzylproline (82087-73-8,1260606-90-3)

Guidance literature:

Multi-step reaction with 2 steps

1: NaH / dimethylsulfoxide / 1.) 70 deg C, 2.) 70 deg C, 4 h, 3.) overnight

2: 89 percent / H₂ / 5percent Pd/C / methanol

With hydrogen; sodium hydride; palladium on activated charcoal; In methanol; dimethyl sulfoxide;

DOI:10.1021/jm00401a014

upstream raw materials:

N-(benzyloxycarbonyl)-4-(phenylmethylidene)-L-proline

benzyltriphenylphosphonium chloride

1-benzyloxycarbonyl-4-keto-L-proline

Refernces

• 1、 Krapcho,Turk,Cushman,Powell,DeForrest,Spitzmiller,Karanewsky,Duggan,Rovnvak,Schwartz,Natarajan,Godfrey,Ryono,Neubeck,Atwa,Petrillo Jr.. "Angiotensin-converting enzyme inhibitors. Mercaptan, carboxyalkyl dipeptide, and phosphinic acid inhibitors incorporating 4-substituted prolines". . p. 1148 - 1160. Retrieved 2007/10/02.