(2S)-1-[(2S)-pyrrolidin-1-ium-2-carbonyl]pyrrolidine-2-carboxylate

Base Information

• Chemical Name: (2S)-1-[(2S)-pyrrolidin-1-ium-2-carbonyl]pyrrolidine-2-carboxylate
• CAS No.: 20488-28-2
• Molecular Formula: C10H16N2O3
• Molecular Weight: 212.249
• Hs Code.: 2933990090
• Mol file: 20488-28-2.mol

Synonyms:

Chemical Property of (2S)-1-[(2S)-pyrrolidin-1-ium-2-carbonyl]pyrrolidine-2-carboxylate

Chemical Property:

• Vapor Pressure: 2.39E-09mmHg at 25°C
• Boiling Point: 449.9°Cat760mmHg
• PKA: 3.19±0.20(Predicted)
• Flash Point: 225.9°C
• PSA: 69.64000
• Density: 1.293g/cm³
• LogP: 0.08070
• XLogP3: -1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 212.11609238
• Heavy Atom Count: 15
• Complexity: 274

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC([NH2+]C1)C(=O)N2CCCC2C(=O)[O-]
• Isomeric SMILES: C1C[C@H]([NH2+]C1)C(=O)N2CCC[C@H]2C(=O)[O-]

Technology Process of (2S)-1-[(2S)-pyrrolidin-1-ium-2-carbonyl]pyrrolidine-2-carboxylate

There total 12 articles about (2S)-1-[(2S)-pyrrolidin-1-ium-2-carbonyl]pyrrolidine-2-carboxylate 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%

C25H28N2O5 (57294-42-5) → L-prolyl-L-proline (20488-28-2)

Guidance literature:

With hydrogen; acetic acid; palladium;

DOI:10.1246/bcsj.57.103

Reference yield: 73.0%

(5aS,10aS)-octahydrodipyrrolo[1,2-a:1',2'-d]pyrazine-5,10-dione (6708-06-1,19943-27-2,20873-90-9,36588-47-3,36588-48-4,53990-71-9,53990-72-0) → L-prolyl-L-proline (20488-28-2)

Guidance literature:

(5aS,10aS)-octahydrodipyrrolo[1,2-a:1',2'-d]pyrazine-5,10-dione; With sodium hydroxide; In water; for 24h;

With hydrogenchloride; In water;

DOI:10.1134/S1070428019070169

Reference yield: 71.0%

L-prolyl-L-proline hydrochloride → L-prolyl-L-proline (20488-28-2)

Guidance literature:

With ethanol; sodium; for 2h;

DOI:10.1134/S1070428019070169

upstream raw materials:

N-tert-butoxycarbonyl-L-prolyl-L-proline

C₂₅H₂₈N₂O₅

benzyl (2S)-2-pyrrolidinecarboxylate hydrochloride

N-Benzyloxycarbonyl-L-proline

Downstream raw materials:

Z-Gly-Pro-Pro-NH-NH-Boc

L-phenylalanine

L-proline

benzyloxycarbonyl-nitroarginyl-prolyl-proline pentachlorophenyl ester

Refernces

• 1、 Xiang, Dao Feng,Patskovsky, Yury,Xu, Chengfu,Fedorov, Alexander A.,Fedorov, Elena V.,Sisco, Abby A.,Sauder, J. Michael,Burley, Stephen K.,Almo, Steven C.,Raushel, Frank M.. "Functional identification and structure determination of two novel prolidases from cog1228 in the amidohydrolase superfamily". experimental part. p. 6791 - 6803. Retrieved 2011/05/05.
• 2、 Shigenaga,Otagiri,Kanehisa,Okai. "STUDIES OF BITTER PEPTIDES FROM CASEIN HYDROLYZATE - VII. BITTERNESS OF THE RETRO-BPIa (VAL-ILE-PHE-PRO-PRO-GLY-ARG) AND ITS FRAGMENTS.". . p. 103 - 107. Retrieved 2007/10/02.