Spermine(HBBB)

Base Information

• Chemical Name: Spermine(HBBB)
• CAS No.: 114459-62-0
• Molecular Formula: C25H50 N4 O6
• Molecular Weight: 502.695
• Hs Code.: 9999999999
• DSSTox Substance ID: DTXSID50454498
• Nikkaji Number: J922.749K
• Wikidata: Q82276055
• Mol file: 114459-62-0.mol

Synonyms:Spermine(HBBB);114459-62-0;N1,N2,N3-tri-Boc-spermine;N,N',N''-Tri(tert-butoxycarbonyl)spermine;N2,N3,N4-tris-(tert-butyloxycarbonyl)-1,5,10,14-tetra-aza-quatrodecane;tert-butyl N-(3-aminopropyl)-N-[4-[(2-methylpropan-2-yl)oxycarbonyl-[3-[(2-methylpropan-2-yl)oxycarbonylamino]propyl]amino]butyl]carbamate;Tris-Boc-Spermine;C25H50N4O6;Spermine(BBBH);SCHEMBL3472122;DTXSID50454498;CS-M3666;MFCD08274628;AKOS030214413;SB30841;CS-15144;C13097;1,5,10-tris-tert-butyloxycarbonyl-1,5,10,14-tetraazatetradecane;N,4,9-Tris(tert-butyloxycarbonyl)-4,9-diazadodecane-1,12-diamine;N2,N3,N4-Tris-(t-butyloxycarbonyl)-1,5,10,14-tetra-aza-quatrodecan;13-Oxa-2,6,11-triazapentadecanoic acid, 11-(3-aminopropyl)-6-[(1,1-dimethylethoxy)carbonyl]-14,14-dimethyl-12-oxo-, 1,1-dimethylethyl ester

Chemical Property of Spermine(HBBB)

Chemical Property:

• Boiling Point: 595.1±50.0 °C(Predicted)
• PKA: 12.76±0.46(Predicted)
• PSA: 123.43000
• Density: 1.049±0.06 g/cm3(Predicted)
• LogP: 5.59560
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 18
• Exact Mass: 502.37303533
• Heavy Atom Count: 35
• Complexity: 650

Purity/Quality:

97% ^*data from raw suppliers

N1,N2,N3-tri-Boc-spermine 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NCCCN(CCCCN(CCCN)C(=O)OC(C)(C)C)C(=O)OC(C)(C)C

Technology Process of Spermine(HBBB)

There total 22 articles about Spermine(HBBB) 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: 95.0%

Spermine (71-44-3) + di-tert-butyl dicarbonate (24424-99-5) → tri-Boc-spermine (114459-62-0)

Guidance literature:

Spermine; In methanol; at -78 ℃; for 0.25h;

With ethyl trifluoroacetate,; In methanol; at -78 ℃; for 1h;

di-tert-butyl dicarbonate; In methanol;

DOI:10.1002/cbic.202100672

Reference yield: 95.0%

2-(2-cyanoethyl)-7-<(1,1-dimethylethoxy)carbonyl>-2,7,11-triazadodecanedioic acid bis(1,1-dimethylethyl) ester (128550-03-8) → tri-Boc-spermine (114459-62-0)

Guidance literature:

With hydrogen; palladium dihydroxide; In acetic acid; for 2h; under 2585.7 Torr;

Reference yield: 92.0%

1-trifluoroacetyl-5,10,14-tris-Boc-spermine (201984-66-9) → tri-Boc-spermine (114459-62-0)

Guidance literature:

With sodium hydroxide; In methanol; at 20 ℃; for 15h;

DOI:10.1039/c5nj01264c

upstream raw materials:

2-(2-cyanoethyl)-7-<(1,1-dimethylethoxy)carbonyl>-2,7,11-triazadodecanedioic acid bis(1,1-dimethylethyl) ester

1-trifluoroacetyl-5,10,14-tris-Boc-spermine

Spermine

di-tert-butyl dicarbonate

Downstream raw materials:

{4-[tert-Butoxycarbonyl-(3-tert-butoxycarbonylamino-propyl)-amino]-butyl}-{3-[3-(4-hydroxy-phenyl)-propionylamino]-propyl}-carbamic acid tert-butyl ester

N¹,N⁵,N¹⁰-tri-tert-butoxycarbonyl-N¹⁹-benzyloxycarbonyl-1,5,10,14,19-pentaazanonadecane

N¹,N⁵,N¹⁰-tri-tert-butoxycarbonyl-N²⁰-benzyloxycarbonyl-1,5,10,14,20-pentaazaeicosane

[4-({3-[bis-(2-cyano-ethyl)-amino]-propyl}-tert-butoxycarbonyl-amino)-butyl]-(3-tert-butoxycarbonylamino-propyl)-carbamic acid tert-butyl ester