FB15576

BOP-Cl

BOP-Cl is a phosphoric acid derivative used as a coupling reagent for amide and ester formation. BOP-Cl is effective in the acylation of N-methylated amino acids and in the introduction of thiopeptide bonds on imino acids. BOP-Cl requires mild conditions, gives good yields and suppresses epimerisation. BOP-Cl and other phosphinic acids activate the carboxylic acid by forming a carboxylic-phosphinic mixed anhydride, in which stereochemistry is conveniently retained. BOP-Cl gives good performances in the acylation of N-methylated amino acids due to intramolecular base catalysis.


Technical Data

CAS号: 68641-49-6
别名: Bis(2-oxo-3-oxazolidinyl)phosphinic chloride; Phosphoric acid bis(2-oxooxazolidide) chloride
产品编码: FB15576
MDL号: MFCD00010077
分子式: C6H8ClN2O5P
分子量: 254.56

References

参考文献
  • El-Faham et al (2011). Peptide Coupling Reagents, More than a Letter Soup. Chemical Reviews 111:6557-6602.
  • Gallard et al (1996). Use of BOP-CI in the Presence of Boc-Amino Monothioacids for the Thioacylation of Iminoacid Residues. Bioorganic & Medicinal Chemistry 4:2201-2209.

Solubility

Stability

Further Information


Datasheets

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