2-Amino-9-(4-imidazolyl)-7-azanonanoic acid

Base Information

• Chemical Name: 2-Amino-9-(4-imidazolyl)-7-azanonanoic acid
• CAS No.: 89238-78-8
• Molecular Formula: C₁₁H₂₀N₄O₂
• Molecular Weight: 240.305
• Wikidata: Q105151084
• Mol file: 89238-78-8.mol

Synonyms:2-amino-9-(4-imidazolyl)-7-azanonanoic acid;gizzerosine

Chemical Property of 2-Amino-9-(4-imidazolyl)-7-azanonanoic acid

Chemical Property:

• Vapor Pressure: 9.28E-12mmHg at 25°C
• Boiling Point: 522.8°C at 760 mmHg
• Flash Point: 270°C
• Density: 1.199g/cm³
• XLogP3: -2.6
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 9
• Exact Mass: 240.15862589
• Heavy Atom Count: 17
• Complexity: 226

Purity/Quality:

98.5% ^*data from raw suppliers

GIZZEROSINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=C(NC=N1)CCNCCCCC(C(=O)O)N
• Isomeric SMILES: C1=C(NC=N1)CCNCCCC[C@H](C(=O)O)N

Technology Process of 2-Amino-9-(4-imidazolyl)-7-azanonanoic acid

There total 6 articles about 2-Amino-9-(4-imidazolyl)-7-azanonanoic 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: 100.0%

C17H30N4O4 → (S)-gizzerosine (89238-78-8)

Guidance literature:

With hydrogenchloride; Heating;

DOI:10.1016/j.tetlet.2007.09.165

Reference yield: 47.0%

benzyl (2S)-2-(benzyloxycarbonylamino)-6-[2-(4-imidazolyl)ethyl](piperonyl)amino-4-hexenoate (876062-23-6) → (S)-gizzerosine (89238-78-8)

Guidance literature:

With hydrogen; palladium dihydroxide; In tetrahydrofuran; ethanol; water; at 20 ℃; for 5h;

DOI:10.1016/j.tet.2006.07.080

Reference yield:

Nα-piperonylhistamine (857795-24-5) → (S)-gizzerosine (89238-78-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 71 percent / PPh₃ / Pd₂(dba)3 / tetrahydrofuran / 1 h / 50 °C

2: 47 percent / hydrogen / Pd(OH)2/C / ethanol; tetrahydrofuran; H₂O / 5 h / 20 °C

With hydrogen; triphenylphosphine; palladium dihydroxide; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In tetrahydrofuran; ethanol; water;

DOI:10.1016/j.tet.2006.07.080

upstream raw materials:

benzyl (2S)-2-(benzyloxycarbonylamino)-6-[2-(4-imidazolyl)ethyl](piperonyl)amino-4-hexenoate

N^α-piperonylhistamine

benzyl (2S)-4-acetoxy-2-(benzyloxycarbonylamino)-5-hexenoate

benzo[1,3]dioxol-5-ylmethylene-[2-(3H-imidazol-4-yl)-ethyl]-amine