Date published: 2026-2-16

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1,5,7-Triazabicyclo[4.4.0]dec-5-ene (CAS 5807-14-7)

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Alternate Names:
1,3,4,6,7,8-HEXAHYDRO-2H-PYRIMIDO[1,2-A]PYRIMIDINE; TBD
Application:
1,5,7-Triazabicyclo[4.4.0]dec-5-ene is a bicyclic guanidine base
CAS Number:
5807-14-7
Purity:
98%
Molecular Weight:
139.20
Molecular Formula:
C7H13N3
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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1,5,7-Triazabicyclo[4.4.0]dec-5-ene (TBD) is a bicyclic guanidine base used for a variety of base mediated organic reactions. It is also used as a model compound to study the structure-activity relationships of pyrimidine derivatives. Moreover, 1,5,7-Triazabicyclo[4.4.0]dec-5-ene has been investigated for its potential use as a ligand in coordination chemistry and as a catalyst in organic synthesis. 1,5,7-Triazabicyclo[4.4.0]dec-5-ene acts as an inhibitor of the enzyme dihydrofolate reductase (DHFR), which is involved in the synthesis of folate and other essential metabolites. Inhibition of DHFR could lead to disruption of folate-dependent metabolic pathways and cell death.


1,5,7-Triazabicyclo[4.4.0]dec-5-ene (CAS 5807-14-7) References

  1. Preparation of low calorie structured lipids catalyzed by 1,5,7-triazabicyclo[4.4.0]dec-5-ene(TBD)-functionalized mesoporous SBA-15 silica in a heterogeneous manner.  |  Xie, W. and Qi, C. 2014. J Agric Food Chem. 62: 3348-55. PMID: 24713047
  2. Direct Aminolysis of Ethoxycarbonylmethyl 1,4-Dihydropyridine-3-carboxylates.  |  Vigante, B., et al. 2015. Molecules. 20: 20341-54. PMID: 26569215
  3. Protocol for the Direct Conversion of Lactones to Lactams Mediated by 1,5,7-Triazabicyclo[4.4.0]dec-5-ene: Synthesis of Pyridopyrazine-1,6-diones.  |  Rankic, DA., et al. 2017. J Org Chem. 82: 12791-12797. PMID: 29049875
  4. Mechanochemical synthesis of poly(trimethylene carbonate)s: an example of rate acceleration.  |  Park, S. and Kim, JG. 2019. Beilstein J Org Chem. 15: 963-970. PMID: 31164933
  5. Lipase-Catalyzed Synthesis of Renewable Plant Oil-Based Polyamides.  |  Finnveden, M., et al. 2019. Polymers (Basel). 11: PMID: 31652736
  6. Photopatternable and Rewritable Epoxy-Anhydride Vitrimers.  |  Giebler, M., et al. 2021. Macromol Rapid Commun. 42: e2000466. PMID: 32996232
  7. Hydrosilane-Assisted Synthesis of Urea Derivatives from CO2 and Amines.  |  Zhao, Y., et al. 2020. J Org Chem. 85: 13347-13353. PMID: 32997938
  8. 1,5,7-Triazabicyclo[4.4.0]dec-5-ene Enhances Activity of Peroxide Intermediates in Phosphine-Free α-Hydroxylation of Ketones.  |  Wang, Y., et al. 2021. Angew Chem Int Ed Engl. 60: 6631-6638. PMID: 33289252
  9. Using Bases as Initiators to Isomerize Allylic Alcohols: Insights from Density Functional Theory Studies.  |  Zhang, L., et al. 2021. J Phys Chem A. 125: 2316-2323. PMID: 33724037
  10. Chemical Upcycling of Waste Poly(bisphenol A carbonate) to 1,4,2-Dioxazol-5-ones and One-Pot C-H Amidation.  |  Jung, HJ., et al. 2021. ChemSusChem. 14: 4301-4306. PMID: 34129287
  11. Degradable Polymer Structures from Carbon Dioxide and Butadiene.  |  Garcia Espinosa, LD., et al. 2021. ACS Macro Lett. 10: 1254-1259. PMID: 35549034
  12. A more efficient synthesis and properties of saturated and unsaturated starch esters.  |  Boetje, L., et al. 2022. Carbohydr Polym. 292: 119649. PMID: 35725159
  13. Introducing SuFEx click chemistry into aliphatic polycarbonates: a novel toolbox/platform for post-modification as biomaterials.  |  Sun, W., et al. 2022. J Mater Chem B. 10: 5203-5210. PMID: 35734968
  14. Fast Dynamic Siloxane Exchange Mechanism for Reshapable Vitrimer Composites.  |  Debsharma, T., et al. 2022. J Am Chem Soc. 144: 12280-12289. PMID: 35758403
  15. Upcycling of Poly(ϵ-caprolactone) to Valuable Chemicals by TBD-Catalyzed Efficient Methanolysis Strategy.  |  Dong, B., et al. 2022. Chem Asian J. 17: e202200667. PMID: 35983673

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

1,5,7-Triazabicyclo[4.4.0]dec-5-ene, 1 g

sc-237786A
1 g
$47.00

1,5,7-Triazabicyclo[4.4.0]dec-5-ene, 5 g

sc-237786
5 g
$84.00