(2S,8S)-2,8-diaminononanedioic acid

Base Information

• Chemical Name: (2S,8S)-2,8-diaminononanedioic acid
• CAS No.: 159344-56-6
• Molecular Formula: C₉H₁₈N₂O₄
• Molecular Weight: 218.253
• DSSTox Substance ID: DTXSID10426398
• Nikkaji Number: J1.109.944K
• Mol file: 159344-56-6.mol

Synonyms:(2S,8S)-2,8-diaminononanedioic acid;159344-56-6;(8S,2S)-DIAMINONONANEDIOIC ACID;(2S,8S)-2,8-bis(azaniumyl)nonanedioate;SCHEMBL8894128;DTXSID10426398;CZBYDJTWLGVCEV-BQBZGAKWSA-N;(2S,8S)-2,8-Diaminoazelaic acid;(S,S)-2,8-Diaminononanedioic acid

Chemical Property of (2S,8S)-2,8-diaminononanedioic acid

Chemical Property:

• Boiling Point: 442.6±45.0 °C(Predicted)
• PKA: 2.24±0.24(Predicted)
• PSA: 126.64000
• Density: 1.251±0.06 g/cm3(Predicted)
• LogP: 1.16130
• XLogP3: -5
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 8
• Exact Mass: 218.12665706
• Heavy Atom Count: 15
• Complexity: 198

Purity/Quality:

99% ^*data from raw suppliers

(8S,2S)-DIAMINONONANEDIOIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (2S,8S)-2,8-diaminononanedioic acid

There total 3 articles about (2S,8S)-2,8-diaminononanedioic 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: 83.0%

(1S,4S,1'R)-2,5-bis-[N,N-(1'-phenylethyl)]-3,6-dioxo-2,5-diazabicyclo[5.2.2]undecane → L,L-2,8-diaminoazelaic acid (159344-56-6,59014-27-6)

Guidance literature:

With hydrogen iodide; In water; for 4h; Reflux;

DOI:10.1021/acschemneuro.6b00390

Reference yield:

(3S)-1,4-bis[(R)-1'-phenylethyl]-3-(5-iodopentyl)piperazine-2,5-dione → L,L-2,8-diaminoazelaic acid (159344-56-6,59014-27-6)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hexamethyldisilazane / tetrahydrofuran / -10 - 20 °C / Inert atmosphere

2: hydrogen iodide / water / 4 h / Reflux

With hydrogen iodide; sodium hexamethyldisilazane; In tetrahydrofuran; water;

DOI:10.1021/acschemneuro.6b00390

Reference yield:

→ L,L-2,8-diaminoazelaic acid (159344-56-6,59014-27-6)

Guidance literature:

Refernces

• 1、 -. "Double chain peptide compounds having hemoregulatory activity". . . Retrieved 2008/06/13.