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1H-Benzotriazol-1-yloxytri(1-pyrrolidinyl) phosphonium hexafluorophosphate is a peptide coupling reagent utilized in solid phase peptide synthesis. It is also used as a substitute for the (benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate (BOP) reagent.
Low racemization peptide coupling reagent (see Appendix 6), introduced by Castro, analogous to BOP Reagent (1H-Benzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluorophosphate, A16140) but avoiding the formation of the carcinogenic HMPA as a by-product: Tetrahedron Lett., 31, 205 (1990). For use in formation of mixed phosphonate diesters, see: J. Org. Chem., 60, 5214 (1995).
Cagide, F.; Silva, T.; Reis, J.; Gaspar, A.; Borges, F.; Gomes, L. R.; Low, J. N. Discovery of two new classes of potent monoamine oxidase-B inhibitors by tricky chemistry. Chem. Commun. 2015, 51 (14), 2832-2835.
Raibaut, L.; Drobecq, H.; Melnyk, O. Selectively Activatable Latent Thiol and Selenolesters Simplify the Access to Cyclic or Branched Peptide Scaffolds. Org. Lett. 2015, 17 (14), 3636-3639.
Hazard Statements: H315-H319-H335
Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.
Precautionary Statements: P261-P264b-P271-P280-P302+P352-P305+P351+P338-P312-P332+P313-P362-P501c
Avoid breathing dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Use only outdoors or in a well-ventilated area. Wear protective gloves/protective clothing/eye protection/face protection. IF ON SKIN: Wash with plenty of soap and water. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Call a POISON CENTER or doctor/physician if you feel unwell. If skin irritation occurs: Get medical advice/attention. Take off contaminated clothing and wash before reuse. Dispose of contents/ container to an approved waste disposal plant