STUDIES ON AMINO ACIDS AND PEPTIDES X. HPLC-MEDIATED TEST OF 2,4-BIS(4-METHOXYPHENYL)-1,3,2,4-DITHIADIPHOSPHETANE 2,4-DISULFIDE (LAWESSONS'S REAGENT) AS A RACEMIZATIONFREE COUPLING REAGENT IN PEPTIDE SYNTHESIS

Article abstract of DOI:10.1016/S0040-4020(01)91366-3

The easily available 2,4-bis(4-methoxyphenyl)-1,3,2,4-dithiadiphosphetane 2,4-disulfide (Lawesson's Reagent), 1, has been tested as a coupling reagent for racemization in peptide synthesis.The assay procedure is separation of stereomeric products by HPLC.Z-S-Pro-S-Val-S-Pro-OtBu and Z-S-Leu-S-Phe-S-Val-OtBu have been used as test peptides in 2+1 segment couplings, and only a small amount of epimerization (0.5 and <0.1percent, respectively) has been observed.