261578
CAS Number
56602-33-6Grade
Highly PurifiedMDL Number
MFCD00011948Molecular Formula
C12H22F6N6OP2Molecular Weight
442.28EU Commodity Code
38220090Shipping Temp
RTStorage Temp
4°CBOP (Castro′s Reagent)
Benzotriazole-1-yl-oxy-tris-(dimethylamino)-phosphonium hexafluorophosphate; Castro′s Reagent; BOP
BOP, also known with the name of Castro’s reagent, is a phosphonium coupling reagent used for peptide synthesis. BOP can be employed in presence of a base such as triethylamine or Hünig’s base and forms HOBt in situ, which then generates an activated ester. BOP is a very effective coupling reagent, achieving high yields, low epimerisation and high conversion rates. However, it forms the extremely toxic and carcinogenic HMPA in situ, therefore the equally efficient pyrrolidino derivative PyBOP was introduced, which leads to a less toxic by-product.
Synonyms
Benzotriazole-1-yl-oxy-tris-(dimethylamino)-phosphonium hexafluorophosphate; Castro′s Reagent; BOP
Molecular Formula
C12H22F6N6OP2
Appearance
White to yellow-beige powder
Storage and Stability
May be stored at RT for short-term only. Long-term storage is recommended at 4°C. For maximum recovery of product, centrifuge the original vial prior to removing the cap.
Intended for research use only. Not for use in human, therapeutic, or diagnostic applications.
References
1. B. Castro, et al. (1975) Tetrahedron Lett., 16, 1219. |2. B. Castro, et al. (1976) Synthesis, 751. |3. B. Castro, et al. (1977) Synthesis, 413. |4. B. Castro, et al. (1977) J. Chem. Res. (S), 182. |5. P. Rivaille, et al. (1980) Tetrahedron, 36, 3413.USBio References
No references available