Aspartyl-proline

Base Information

• Chemical Name: Aspartyl-proline
• CAS No.: 42155-95-3
• Molecular Formula: C9H14N2O5
• Molecular Weight: 230.2179
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID50194988
• Nikkaji Number: J701.498H
• Wikidata: Q83067864
• Metabolomics Workbench ID: 78730
• Mol file: 42155-95-3.mol

Synonyms:Asp-Pro;aspartyl-proline;aspartylproline

Chemical Property of Aspartyl-proline

Chemical Property:

• Vapor Pressure: 7.29E-13mmHg at 25°C
• Boiling Point: 534.9°Cat760mmHg
• Flash Point: 277.3°C
• PSA: 120.93000
• Density: 1.485g/cm³
• LogP: -0.49780
• XLogP3: -3.6
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 230.09027155
• Heavy Atom Count: 16
• Complexity: 317

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(N(C1)C(=O)C(CC(=O)O)N)C(=O)O
• Isomeric SMILES: C1C[C@H](N(C1)C(=O)[C@H](CC(=O)O)N)C(=O)O

Technology Process of Aspartyl-proline

There total 3 articles about Aspartyl-proline 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: 71.0%

N-(tert-butoxycarbonyl)-L-aspartyl-L-proline methyl ester (131088-76-1) → L-aspartyl-L-proline (42155-95-3)

Guidance literature:

With formic acid; for 3h; Ambient temperature;

DOI:10.1016/0008-6215(90)80006-O

Reference yield:

<4-benzyl N-(tert-butoxycarbonyl)-L-aspart-1-oyl>-L-proline methyl ester (87902-12-3) → L-aspartyl-L-proline (42155-95-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / H₂ / 10percent Pd-C / ethanol / 12 h / Ambient temperature

2: 71 percent / 85percent formic acid / 3 h / Ambient temperature

With formic acid; hydrogen; palladium on activated charcoal; In ethanol;

DOI:10.1016/0008-6215(90)80006-O

Reference yield:

C24H24N2O7 (1239585-95-5) → L-aspartyl-L-proline (42155-95-3)

Guidance literature:

With piperidine; In N,N-dimethyl-formamide; for 0.5h;

DOI:10.1021/bi100897u

upstream raw materials:

N-(tert-butoxycarbonyl)-L-aspartyl-L-proline methyl ester

<4-benzyl N-(tert-butoxycarbonyl)-L-aspart-1-oyl>-L-proline methyl ester

C₂₄H₂₄N₂O₇

Refernces

• 1、 Takeda, Tadahiro,Utsuno, Atsushi,Okamoto, Naoki,Ogihara, Yukio,Shibata, Seiichi. "Synthesis of the α and β anomer of an N-triglycosyl dipeptide". . p. 71 - 79. Retrieved 2007/10/02.