US 8,686,145 B2 · Process for the preparation of α-acyloxy β-formamido amides

Abstract

The present invention relates to a process for the preparation of a compound of the general Formula (I), comprising: a) reacting a compound of the general Formula (II) with a compound of the Formula III R2COOH and a compound of the general Formula IV R3NC under such conditions that compound I is formed, wherein R1 represents a substituted or unsubstituted alkyl, alkenyl, alkynyl, aromatic or non-aromatic, mono-, di- or tricyclic, or heterocyclic structure, and R2 represents a substituted or unsubstituted alkyl, alkenyl, alkynyl, aromatic or non-aromatic, mono-, di- or tricyclic, or heterocyclic structure, and R3 represents a substituted or unsubstituted alkyl, alkenyl, or alkynyl structure. In further aspect the subject invention relates to the use of the obtained products as intermediates for various peptidomimetics, and preferably as a building block in a convergent synthesis of prolyl dipeptide structures.

Claims15

Dependent claims

A process for preparing a compound of formula I:

comprising:
a) reacting a compound of formula II:
with a compound of formula III:
R2—COOH (III),
and a compound of formula IV:
R3—NC (IV),
under such conditions that a compound of formula I is formed,
wherein R1 represents a substituted or unsubstituted alkyl, alkenyl, alkynyl, aromatic or non-aromatic, mono-, di- or tricyclic, or heterocyclic group,
R2 represents a substituted or unsubstituted alkyl, alkenyl, alkynyl, aromatic or non-aromatic, mono-, di- or tricyclic, or heterocyclic group, and
R3 represents a substituted or unsubstituted alkyl, alkenyl, or alkynyl group, or a reversibly attached protective group.

7 more elements

Dependencies are inferred from the claim text.

Facts

Application

13/581,173Filed 16 Sep 2010 · us provisional application

Priority

25 Feb 2010

Published

US 2012/0330015 A127 Dec 2012

Granted

1 Apr 2014

Term ends

Not estimatedThe source records don’t support an estimate.

Classification15 codes

C07C 291/10
Compounds containing carbon and nitrogen and having functional groups not covered by groups C07C201/00 - C07C281/00: isocyanides
A61P 31/12
Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics: antivirals
C07C 231/06
Preparation of carboxylic acid amides: from nitriles by transformation of cyano groups into carboxamide groups
C07C 237/14
Having the carbon atoms of the carboxamide groups bound to acyclic carbon atoms of the carbon skeleton: the carbon skeleton being saturated and…

Process for the preparation of α-acyloxy β-formamido amides

Life of this patent

Process for the preparation of α-acyloxy β-formamido amides

Life of this patent

Abstract

Claims15