T-BEC® is a novel carbodiimide that outperforms DIC, and does not lead to HCN formation in the presence of OxymaPure. Its urea (TBEU) is highly soluble in DMF and most of the green and binary solvents.
CAS: 1433-27-8
Synonym: 1-tert-Butyl-3-ethylcarbodiimide
Properties
Purity
≥98.0%
Molecular Formula
C7H14N2
Molecular Weight
126.20 [gr/mol]
Appearance
Light yellow to colorless transparent liquid
Storage Conditions
Store in a cool and dry place (2-8oC)
Applications
- T-BEC® carbodiimide surpasses DIC in terms of efficiency, making it a more effective coupling reagent.
- In contrast to DIC, T-BEC® does not generate an oxadiazole side-product when used with OxymaPure, eliminating the formation of HCN.
- T-BEC® urea (TBEU) demonstrates exceptional solubility in commonly employed peptide coupling solvents like DMF or NMP, as well as future green/ binary solvents. This reduces the risk of equipment clogging during manufacturing.
- T-BEC® employs the same coupling protocols as other carbodiimides, ensuring easy integration into existing chemical processes.
- T-BEC® is recognized as a greener coupling reagent, offering environmentally friendly properties and contributing to sustainable chemical practices.
Studies
- tert-Butylethylcarbodiimide as an Efficient Substitute for Diisopropylcarbodiimide in Solid-Phase Peptide Synthesis: Understanding the Side Reaction of Carbodiimides with OxymaPure Srinivasa Rao Manne, Damilola Caleb Akintayo, Omar Luna, Ayman El-Faham, Beatriz G. de la Torre, and Fernando Albericio Organic Process Research & Development 2022 26 (10), 2894-2899 DOI: 10.1021/acs.oprd.2c00220
- Amide Formation: Choosing the Safer Carbodiimide in Combination with OxymaPure to Avoid HCN Release Srinivasa Rao Manne, Omar Luna, Gerardo A. Acosta, Miriam Royo, Ayman El-Faham, Gyorgy Orosz, Beatriz G. de la Torre, and Fernando Albericio Organic Letters 2021 23 (17), 6900-6904 DOI: 10.1021/acs.orglett.1c02466 Read Article
- Synthesis of the Antimicrobial Peptide Murepavadin Using Novel Coupling Agents García-Gros, Júlia, Yolanda Cajal, Ana Maria Marqués, and Francesc Rabanal. 2024. Biomolecules 14, no. 5: 526. https://doi.org/10.3390/biom14050526 Read Article
- Solid Phase Peptide Synthesis using side-chain unprotected arginine and histidine, with Oxyma Pure/TBEC in green solvents.T. Fantoni, A. Orlandin, I. Di Stefano, M. Macis, A. Tolomelli, A. Ricci, W. Cabri and L. Ferrazzano, Green Chem., 2024, Accepted Manuscript, DOI: 10.1039/D4GC03209H
- Application of a new green protocol in solid-phase peptide synthesis: identification of a new green solvent mixture compatible with TBEC/ETT. Vivenzio, G., Scala, M. C., Auriemma, G., Sardo, C., Campiglia, P., & Sala, M. (2024). Green Chemistry Letters and Reviews, 17(1). https://doi.org/10.1080/17518253.2024.2404234
- Pacini, L., Muthyala, M.K., Zitterbart, R. et al. Scalable and Sustainable DMF-Free Solid-Phase Synthesis of Liraglutide by 1-Tert-Butyl-3-Ethylcarbodiimide-Mediated Couplings and Catch-and-Release Acylation and Purification Strategies. Int J Pept Res Ther 31, 43 (2025). https://doi.org/10.1007/s10989-025-10703-4
Posters
T-BEC® carbodiimide and OxymaPure® for Sustainable SPPS
Srinivasa Rao Manne, Hlobisile Nzama, Oleg Marder, Beatriz G. de la Torre, Fernando Albericio
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