Formation of N-protected 3,6-bis-(4-aminobutyl)-2,5-diketopiperazine through a cyclic alpha-N-protected amino ester intermediate

US10577331B2 · kind B2 · utility

Assignee

• MannKind Corporation · US

Inventors

• John J. Freeman · Longmont, US
• Otto Phanstiel · Oviedo, US
• William Elliot Bay · Martinez, US
• Kelly Sullivan Kraft · Hopewell Junction, US

Key dates

• Filing date: Apr 16, 2018
• Grant date: Mar 3, 2020
• Expiry date: Apr 16, 2038

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D241/10
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

A method for the synthesis of N-protected 3,6-aminoalkyl-2,5-diketopiperazines is provided. The method includes obtaining a cyclic α-N protected active amino ester and adding it to a mixture of an amine catalyst in an organic solvent.