Pseudo proline dipeptides

US7612209B2 · kind B2 · utility

Assignee

• Hoffmann-La Roche Inc. · US

Inventors

• Thomas Ammann · Muttenz, CH
• Stephan Goetzoe · Muttenz, CH
• Bernd Thern · Basel, CH
• Sandra Welz · Neuenbürg, DE
• Klaus-Juergen Wolter · Memmingen, DE

Key dates

• Filing date: Jun 14, 2007
• Grant date: Nov 3, 2009
• Expiry date: Apr 25, 2028

Classification

• Technology area (CPC Y): Emerging Cross-Sectional Technologies
• CPC primary: Y02P20/55
• WIPO field: Biotechnology
• WIPO sector: Chemistry

Abstract

Disclosed is a process for the manufacture of pseudo proline dipeptides of the formulawherein R1 is a side chain of an alpha amino acid, R2 is an amino protecting group and R3 and R4 are independently either hydrogen or C1-4-alkyl, and R5 is hydrogen or methyl starting from an amino acid derivative of the formulawherein R1 and R2 are as defined above. Pseudo proline dipeptides can be used as reversible protecting groups for Ser, Thr and Cys and thus are versatile tools in peptide chemistry.