N-(8-amino-1-carboxyoctyl)-alanyl-proline

Base Information

• Chemical Name: N-(8-amino-1-carboxyoctyl)-alanyl-proline
• CAS No.: 120008-53-9
• Molecular Formula: C₁₇H₃₁N₃O₅
• Molecular Weight: 357.45
• DSSTox Substance ID: DTXSID90923178
• Nikkaji Number: J277.701K
• Wikidata: Q76309605
• Mol file: 120008-53-9.mol

Synonyms:AB 47;AB-47;N-(8-amino-1-carboxyoctyl)-alanyl-proline

Chemical Property of N-(8-amino-1-carboxyoctyl)-alanyl-proline

Chemical Property:

• Vapor Pressure: 9.06E-16mmHg at 25°C
• Boiling Point: 596.5°Cat760mmHg
• Flash Point: 314.5°C
• PSA: 132.96000
• Density: 1.206g/cm³
• LogP: 1.82170
• XLogP3: -3.8
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 12
• Exact Mass: 357.22637110
• Heavy Atom Count: 25
• Complexity: 458

Purity/Quality:

99%min ^*data from raw suppliers

(S)-1-(N-(8-AMINO-1-CARBOXYOCTYL)-L-ALANYL)-L-PROLINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(=O)N1CCCC1C(=O)O)NC(CCCCCCCN)C(=O)O
• Isomeric SMILES: C[C@@H](C(=O)N1CCC[C@H]1C(=O)O)N[C@@H](CCCCCCCN)C(=O)O

Technology Process of N-(8-amino-1-carboxyoctyl)-alanyl-proline

There total 6 articles about N-(8-amino-1-carboxyoctyl)-alanyl-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: 92.0%

N-<8-Amino-1(s)-ethoxycarbonyloctyl>-L-alanyl-L-proline (120008-66-4,128779-35-1) → N-<8-Amino-1(s)-carboxyoctyl>-L-alanyl-L-proline (120008-53-9)

Guidance literature:

With sodium hydroxide; for 3h;

Reference yield:

(S)-alanyl-(S)-proline tert-butyl ester (29375-30-2) → N-<8-Amino-1(s)-carboxyoctyl>-L-alanyl-L-proline (120008-53-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 22 percent / Et₃N / acetonitrile / 45 h / Heating

2: N₂H₄*H₂O / ethanol

3: 3percent aq. NaHCO₃ / ethyl acetate / 3 h

4: 99percent HCO₂H / 48 h / 37 °C

5: 92 percent / 1N aq. NaOH / 3 h

With sodium hydroxide; formic acid; sodium hydrogencarbonate; hydrazine hydrate; triethylamine; In ethanol; ethyl acetate; acetonitrile;

Reference yield:

Ethyl 2-bromo-9-phthalimidononanoate (99198-40-0) → N-<8-Amino-1(s)-carboxyoctyl>-L-alanyl-L-proline (120008-53-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 22 percent / Et₃N / acetonitrile / 45 h / Heating

2: N₂H₄*H₂O / ethanol

3: 3percent aq. NaHCO₃ / ethyl acetate / 3 h

4: 99percent HCO₂H / 48 h / 37 °C

5: 92 percent / 1N aq. NaOH / 3 h

With sodium hydroxide; formic acid; sodium hydrogencarbonate; hydrazine hydrate; triethylamine; In ethanol; ethyl acetate; acetonitrile;

upstream raw materials:

N-<8-Amino-1(s)-ethoxycarbonyloctyl>-L-alanyl-L-proline

(S)-alanyl-(S)-proline tert-butyl ester

Ethyl 2-bromo-9-phthalimidononanoate

N-<1(s)-ethoxycarbonyl-8-tert-butoxycarbonylaminooctyl>-L-alanyl-L-proline tert-butylester

Refernces