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128625-52-5 - 1H-Benzotriazol-1-yloxytri(1-pyrrolidinyl)phosphonium hexafluorophosphate, 98% - B25251 - Alfa Aesar

B25251 1H-Benzotriazol-1-yloxytri(1-pyrrolidinyl)phosphonium hexafluorophosphate, 98%

CAS Number
128625-52-5
Synonyms

Size Price ($) Quantity Availability
5g 66.60
25g 220.80
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1H-Benzotriazol-1-yloxytri(1-pyrrolidinyl)phosphonium hexafluorophosphate, 98%

MDL
MFCD00077411
EINECS
000-000-0

Chemical Properties

Formula
C18H28F6N6OP2
Formula Weight
520.40
Melting point
ca 155° dec.
Sensitivity
Moisture Sensitive
Solubility
Soluble in chloroform.

Applications

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.

Notes

Store in a cool place. Incompatible with oxidizing agents and water.

Literature References

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.

GHS Hazard and Precautionary Statements

Hazard Statements: H315-H319-H335

Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Precautionary Statements: P261-P280-P305+P351+P338-P304+P340-P362-P312-P321-P405-P403+P233-P501a

Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Take off contaminated clothing and wash before reuse. Call a POISON CENTER or doctor/physician if you feel unwell. Specific treatment (see label). Store locked up. Store in a well-ventilated place. Keep container tightly closed. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Beilstein
3584612
Harmonized Tariff Code
2933.99
TSCA
No

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