1,4,7-Tribenzyl-1,4,7-triazacyclononane

Base Information

• Chemical Name: 1,4,7-Tribenzyl-1,4,7-triazacyclononane
• CAS No.: 125262-43-3
• Molecular Formula: C27H33N3
• Molecular Weight: 399.579
• ChEMBL ID: CHEMBL445110
• DSSTox Substance ID: DTXSID10461825
• Nikkaji Number: J1.069.326H
• Wikidata: Q82286255
• Mol file: 125262-43-3.mol

Synonyms:125262-43-3;1,4,7-tribenzyl-1,4,7-triazonane;1,4,7-tribenzyl-1,4,7-triazacyclononane;1H-1,4,7-Triazonine, octahydro-1,4,7-tris(phenylmethyl)-;CHEMBL445110;1,4,7-Tribenzyl-[1,4,7]triazonane;SCHEMBL1041303;DTXSID10461825;RZMJISBZZNJJSM-UHFFFAOYSA-N;AC8724;BDBM50071642;MFCD26391018;SY253702;EN300-703967

Chemical Property of 1,4,7-Tribenzyl-1,4,7-triazacyclononane

Chemical Property:

• XLogP3: 4.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 399.267448065
• Heavy Atom Count: 30
• Complexity: 371

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN(CCN(CCN1CC2=CC=CC=C2)CC3=CC=CC=C3)CC4=CC=CC=C4

Technology Process of 1,4,7-Tribenzyl-1,4,7-triazacyclononane

There total 10 articles about 1,4,7-Tribenzyl-1,4,7-triazacyclononane 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: 75.0%

benzyl bromide (100-39-0) + 1,4,7-triazacyclononane (4730-54-5) → N,N',N''-tribenzyl-1,4,7-triazacyclononane (125262-43-3)

Guidance literature:

With triethylamine; sodium iodide; In ethanol; Heating;

Reference yield: 72.0%

C27H27N3O3 (67152-51-6) → N,N',N''-tribenzyl-1,4,7-triazacyclononane (125262-43-3)

Guidance literature:

With borane-THF; In tetrahydrofuran; at 90 ℃; for 24h;

DOI:10.1021/acs.orglett.9b02668

Reference yield: 64.0%

1,4,7-tribenzyl-1,4,7-triazacyclononane-2,6-dione → N,N',N''-tribenzyl-1,4,7-triazacyclononane (125262-43-3)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 20h; Reflux;

upstream raw materials:

benzyl bromide

1,4,7-triazacyclononane

octahydroimidazol[1,2-a]pyrazine

N,N′-(ethane-1,2-diyl)bis(N-benzyl-2-chloroacetamide)

Downstream raw materials:

1,4,7-triazacyclononane

[(1,4,7-tribenzyl-1,4,7-triazacyclononane)Cu(carbonyl)](ClO₄)

C₂₇H₃₃Cl₃FeN₃

W(C₂H₄N(CH₂C₆H₅)C₂H₄N(CH₂C₆H₅)C₂H₄N(CH₂C₆H₅))(CO)3

Refernces

• 1、 Huang, Yong,Liu, Yajing,Liu, Song,Wu, Renbo,Wu, Zehui. "An Efficient Synthesis of N,N,N-Substituted 1,4,7-Triazacyclononane". . p. 1546 - 1551. Retrieved 2018/04/20.
• 2、 -. "SYNTHESIS OF IMIDAZO[1,2-a]PYRAZIN-4-IUM SALTS FOR THE SYNTHESIS OF 1,4,7-TRIAZACYCLONONANE (TACN) AND N- AND/OR C-FUNCTIONALIZED DERIVATIVES THEREOF". Paragraph 0273; 0274. . Retrieved 2014/05/25.