BOP-Cl [68641-49-6] HEADING_TITLE

Bis-(2-oxo-3-oxazolidinyl)phosphinic chloride

Other Names: Phosphoric acid bis(2-oxooxazolidide) chloride

Catalog #: CXZ090 CAS #: 68641-49-6
Formula: C6H8ClN2O5P M.W.: 254.6

BOP-Cl

 

 

 

 

BOP-Cl is a very effective reagent for cyclizing linear peptides (KM Lassen, MM Jouillé, Org. Lett., 2010, 12, 5706-9).  It was used as the coupling reagent in the key step of a total synthesis of hirsutelide A (Y. Xu, et al., Tetrahedron Lett., 2005, 46, 4377-9; Y. Xu, et al., Molecules, 2005, 10, 259-64).  BOP-Cl was utilized to couple sterically hindered Fmoc-α,α-diisobutylglycine to resin (Y Fu, MA Etienne, RP Hammer, J. Org. Chem., 2003, 68, 9854-7).  BOP-Cl is also utilized in the coupling of acids to N-methyl amino acids (PK Gajula, et al, J. Med. Chem., 2013, 56, 2235-45; E Vedejs, C Kongkittingham, J. Org. Chem., 2000, 65, 2309-18).

BOP-Cl Physical Properties

Assay: 97+%

White powder

Mp: 191 °C (dec)(lit)

BOP-Cl Literature

G Lesma, et al., ACS Med. Chem. Lett., 2013, 4, 795-9.

DK Romney, SJ Miller, Org. Lett., 2012, 14, 1138-41.

KJ Hale, et al., Org. Lett., 2009, 11, 733-6.

A Plant, et al., Org. Lett., 2001, 3, 3427-30.

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