(S)-2,7-Diaminoheptanoic acid

Base Information

• Chemical Name: (S)-2,7-Diaminoheptanoic acid
• CAS No.: 37689-89-7
• Molecular Formula: C7H16N2O2
• Molecular Weight: 160.216
• European Community (EC) Number: 253-630-5
• DSSTox Substance ID: DTXSID20958731
• Nikkaji Number: J261.232A
• Wikidata: Q82939268
• Mol file: 37689-89-7.mol

Synonyms:(S)-2,7-Diaminoheptanoic acid;37689-89-7;EINECS 253-630-5;(2S)-2,7-DIAMINOHEPTANOIC ACID;Homolysine*;SCHEMBL2267477;DTXSID20958731;CHEBI:194377;MFCD18968895;AKOS027323729;AT25880

Chemical Property of (S)-2,7-Diaminoheptanoic acid

Chemical Property:

• Vapor Pressure: 3.65E-05mmHg at 25°C
• Boiling Point: 328.8°Cat760mmHg
• PKA: 2.51±0.24(Predicted)
• Flash Point: 152.7°C
• PSA: 89.34000
• Density: 1.094g/cm³
• LogP: 1.31800
• XLogP3: -2.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 160.121177757
• Heavy Atom Count: 11
• Complexity: 117

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (S)-2,7-Diaminoheptanoic acid

There total 1 articles about (S)-2,7-Diaminoheptanoic 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:

Nζ-Acetyl-L-homolysin (36029-58-0) → (S)-homolysine (37689-89-7,194866-14-3)

Guidance literature:

With hydrogenchloride; Heating;

DOI:10.1021/jm00294a014

Reference yield:

(S)-homolysine (37689-89-7,194866-14-3) → (S)-perhydro-2-azepinecarboxylic acid (66865-37-0)

Guidance literature:

With Pseudomonas putida N-methyl-L-amino acid dehydrogenase; T_. viride L-lysine oxidase; Tris buffer; flavin adenine dinucleotide; catalase; In various solvent(s); at 30 ℃; for 2h; pH=8.0;

DOI:10.1016/j.tetasy.2006.07.005

upstream raw materials:

N^ζ-Acetyl-L-homolysin

Downstream raw materials:

(S)-perhydro-2-azepinecarboxylic acid

Refernces

A convenient and efficient synthesis of (S)-lysine and (S)-arginine homologues via olefin cross-metathesis

10.1016/j.tet.2005.05.021

The research focuses on the efficient synthesis of (S)-homolysine and (S)-bishomoarginine, which are analogues of the cationic amino acids lysine and arginine, respectively. These homologues are valuable in drug discovery, particularly in the development of peptidic enzyme inhibitors and for probing enzyme active sites. The synthesis strategy avoids the use of chiral templates by incorporating commercially available (S)-allylglycine and utilizes olefin cross-metathesis for chain elongation. The synthesis of (S)-homolysine involves five steps with an overall yield of 55%, which is an improvement over previous methods. (S)-Bishomoarginine is prepared in six steps with a 57% overall yield. Key reactants include bromobutene, di-tert-butyliminodicarboxylate, cesium carbonate, and Grubbs’ ruthenium catalyst, among others. The synthesis involves protection and deprotection steps, cross-metathesis reactions, and hydrogenation. Analyses used to confirm the structure and purity of the compounds include NMR spectroscopy, specific rotation measurements, and chiral GC analysis.