Synthesis of Leuprorelin Acetate

Use of an F Complex in the Pilot-Scale Production of Z-Phe-D-Trp-Lys(ε-Boc)OH

“…Reaction of the pentafluorophenyl ester of N-benzyloxycarbonylphenylalanine (V), prepared by condensation of N-benzyloxycarbonylphenylalanine (IV) and pentafluorophenol using dicyclohexylcarbodiimide (DCC), and D-tryptophan produced the Z-substituted dipeptide VI [5]. An analogous method (as for preparation of V) cannot be used for the synthesis of the Pfp ester of the dipeptide (VII) because of loss of the optical purity of the end product.…”

Quick Access to High-Purity Peptide Drugs Bradykinin, Leuprolide Analogue, 2(PZ-128), and Rapastinel with Minimal Reagents

“…The drug is a challenging target given its composition of aromatic amino acids, proline, and polar residues such as histidine and arginine. The reported procedure using solution-phase peptide synthesis for leuprolide acetate afforded the drug in an overall yield of 17% in 12 days . Leuprolide acetate has also been synthesized using a soluble hydrophobic tag in 41% overall yield .…”

“…The reported procedure using solution-phase peptide synthesis for leuprolide acetate afforded the drug in an overall yield of 17% in 12 days. 49 Leuprolide acetate has also been synthesized using a soluble hydrophobic tag in 41% overall yield. 21 Hence, our protocol is more efficient in terms of time as well as yield.…”

Dimethyldichlorosilane – an Effective Reagent for One-Step Synthesis of $$ \boldsymbol{\upalpha} $$-Amino Acid Amides

“…a-Amino acid amides are widely used as starting reagents for the synthesis of physiologically active compounds (MMP inhibitors [1], cannabinoid receptor modulators [2], NK1 receptor antagonists [3], substances with bactericidal [4] and analgesic [5] activities, and potential agents for the treatment of hepatitis C [6] and Alzheimer's disease [7]) and pharmaceutical substances such as buserelin [8], leuprorelin [9], histrelin [10], deslorelin [11], and ilomastat [12].…”