(2S)-2-aminoheptanedioic acid

Base Information

• Chemical Name: (2S)-2-aminoheptanedioic acid
• CAS No.: 26630-55-7
• Molecular Formula: C7H13NO4
• Molecular Weight: 175.185
• UNII: 0603E10Z5S
• DSSTox Substance ID: DTXSID101307810
• Nikkaji Number: J37.367B
• Wikidata: Q27094079
• Metabolomics Workbench ID: 56553
• Mol file: 26630-55-7.mol

Synonyms:(S)-2-aminoheptanedioic acid;26630-55-7;(2S)-2-aminoheptanedioic acid;L-2-aminopimelic acid;L-alpha-aminopimelic acid;Heptanedioic acid, 2-amino-, (2S)-;L-Apm;2-Aminopimelic acid, L-;0603E10Z5S;(S)-2-Aminoheptanedioicacid;H-Apim(2)-OH;SCHEMBL116557;UNII-0603E10Z5S;CHEBI:44387;DTXSID101307810;L-.ALPHA.-AMINOPIMELIC ACID;2-AMINOPIMELIC ACID, (S)-;AKOS006291275;DB03134;AS-80779;CS-0434913;E84905;Q27094079;DHH

Chemical Property of (2S)-2-aminoheptanedioic acid

Chemical Property:

• XLogP3: -2.6
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 175.08445790
• Heavy Atom Count: 12
• Complexity: 169

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (2S)-2-aminoheptanedioic acid

There total 17 articles about (2S)-2-aminoheptanedioic 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: 93.0%

2-L-N-Boc aminopimelic acid (115573-33-6) → (2S)-L-α-Aminopimelic acid (26630-55-7,3721-85-5)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; for 1h; Ambient temperature;

DOI:10.1016/S0040-4020(01)90305-9

Reference yield: 75.0%

benzyl 2-<(tert-butyloxycarbonyl)amino>-5-<5-(2,2-dimethyl-4,6-dioxo-1,3-dioxanyl)>pentanoate (87174-85-4) → (2S)-L-α-Aminopimelic acid (26630-55-7,3721-85-5)

Guidance literature:

With hydrogenchloride; Heating;

DOI:10.1021/jm00366a012

Reference yield:

(S)-2-Benzyloxycarbonylamino-heptanedioic acid 7-methyl ester (47312-26-5) → (2S)-L-α-Aminopimelic acid (26630-55-7,3721-85-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; at 20 ℃; for 1h;

DOI:10.1039/b413017k

upstream raw materials:

alpha-aminopimelic acid

2-L-N-Boc aminopimelic acid

benzyl 2-<(tert-butyloxycarbonyl)amino>-5-<5-(2,2-dimethyl-4,6-dioxo-1,3-dioxanyl)>pentanoate

(2RS)-α-Ethyl ω-methyl 2-(N-acetylamino)pimelate

Downstream raw materials:

N-(p-nitrobenzyloxycarbonyl)glycyl-L-α-aminopimelic acid