8-Amino-7-oxononanoic acid

Base Information

• Chemical Name: 8-Amino-7-oxononanoic acid
• CAS No.: 4707-58-8
• Molecular Formula: C9H17NO3
• Molecular Weight: 187.2362
• DSSTox Substance ID: DTXSID50863440
• Nikkaji Number: J511.019J
• Wikidata: Q11751619
• Metabolomics Workbench ID: 71384
• Mol file: 4707-58-8.mol

Synonyms:7-keto-8-aminopelargonic acid;8-amino-7-oxononanoic acid;KAPA cpd

Chemical Property of 8-Amino-7-oxononanoic acid

Chemical Property:

• Boiling Point: 357.1°Cat760mmHg
• Flash Point: 169.8°C
• PSA: 80.39000
• Density: 1.082g/cm³
• LogP: 1.63810
• XLogP3: -2.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 187.12084340
• Heavy Atom Count: 13
• Complexity: 180

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(=O)CCCCCC(=O)O)N

Technology Process of 8-Amino-7-oxononanoic acid

There total 6 articles about 8-Amino-7-oxononanoic 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:

6-[2-(1-amino-ethyl)-[1,3]dithiolan-2-yl]-hexanoic acid → 7-Oxo-8-amino-pelargonsaeure (4707-58-8)

Guidance literature:

With N-Bromosuccinimide; In acetonitrile;

DOI:10.1039/b310443p

Reference yield:

ethyl 6-iodohexanoate (13159-24-5) → 7-Oxo-8-amino-pelargonsaeure (4707-58-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: LDA / tetrahydrofuran

1.2: HMPA / tetrahydrofuran

2.1: TiCl₄; Et₃N; (Me₃Si)2NH

3.1: NaCNBH₃ / CH₂Cl₂

4.1: aq. NBS / acetonitrile

With N-Bromosuccinimide; titanium tetrachloride; sodium cyanoborohydride; triethylamine; 1,1,1,3,3,3-hexamethyl-disilazane; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; acetonitrile;

DOI:10.1039/b310443p

Reference yield:

6-(2-acetyl-[1,3]dithiolan-2-yl)-hexanoic acid ethyl ester → 7-Oxo-8-amino-pelargonsaeure (4707-58-8)

Guidance literature:

Multi-step reaction with 3 steps

1: TiCl₄; Et₃N; (Me₃Si)2NH

2: NaCNBH₃ / CH₂Cl₂

3: aq. NBS / acetonitrile

With N-Bromosuccinimide; titanium tetrachloride; sodium cyanoborohydride; triethylamine; 1,1,1,3,3,3-hexamethyl-disilazane; In dichloromethane; acetonitrile;

DOI:10.1039/b310443p

upstream raw materials:

ethyl 6-iodohexanoate

L-alanin

Refernces

• 1、 Turbeville, Tracy D.,Zhang, Junshun,Christopher Adams,Hunter, Gregory A.,Ferreira, Gloria C.. "Functional asymmetry for the active sites of linked 5-aminolevulinate synthase and 8-amino-7-oxononanoate synthase". experimental part. p. 107 - 117. Retrieved 2012/05/07.