Urethane-protected amino acid-N-carboxyanhydrides

US5028693A · kind A · utility

Assignee

• Bioresearch, Inc. · US

Inventors

• William D. Fuller · Goleta, US
• Michael Philip Cohen · Indianapolis, US
• Fred R. Naider · Staten Island, US
• Murray Goodman · Village of La Jolla, US

Key dates

• Filing date: Jul 13, 1989
• Grant date: Jul 2, 1991
• Expiry date: Jul 13, 2009

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07K1/04
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

Urethane-protected NCAs and MTAs are prepared by reacting an NCA or NTA with a haloformate in an inert diluent, under anhydrous conditions and in the presence of a tertiary nitrogen-containing base having an atom or functional group sufficiently electron rich and positioned relative to the nitrogen of said base so as to render said atom or group capable of complexing with the H--N< group of said N-carboxyanhydride or N-thiocarboxyanhydride but able to generate N-carboxyanhydride or N-thiocarboxyanhydride anionic complexes capable of reacting with the haloformate.