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. 2020 Dec 16;25(24):5966. doi: 10.3390/molecules25245966

Scheme 1.

Scheme 1

Synthesis of cyclo-[-Arg-Gly-Asp-(1S,2R)-β-ACPC-Val-] (8) and cyclo-[-Arg-Gly-Asp-(1R,2S)-β-ACPC-Val-] (9) via solid phase peptide synthesis of the linear counterparts 13 and 14 after cleavage from the resin, via in solution phase macrocyclization (15 and 16) and their full deprotection. a: 1% TFA in DCM, rt, 5 min for each cycle; b: HATU, DIPEA, DMF, rt, 30 min. c: TFA/Et3SiH/H2O, 95%/2.5%/2.5%, rt, 8 h. DIPEA = diisopropyl ethylamine, TFA = trifluoroacetic acid.