3,5-dioxa-12-azawurtzitane compound and process of preparing same

Abstract

A 3,5-dioxa-12-azawurtzitane compound represented by the formula (I) shown in the specification. The dioxaazawurtzitane compound may be prepared by reacting an amino acid, an oligo- or polypeptide or a polyamino acid with a trialdehyde represented by formula (II) shown in the specification.

What is claimed is:  
     
       1. A 3,5-dioxa-12-azawurtzitane compound represented by the following formula (I): 
                 
 
       wherein R 3  R 1  represents an alkyl group, R 2  is selected from the group consisting of hydrogen, the following members: 
                 
 
       and said members substituted with one or more of alkyl, acetyl, alkoxy, benzoxycarbonyl, tert-butoxycarbonyl, 9-fluorenylmethoxycarbonyl, and 1,7,9-trialkyl-3,5-dioxa-12H-azawurtzitan-12-yl, and R 3  is selected from the group consisting of hydroxyl, oligopeptides, polypeptides, amino acids and polyamino acids, provided that where R 3  is an oligopeptide, polypeptide, amino acid or polyamino acid it is linked through a terminal amino group. 
     
     
       2. A process of preparing a 3,5-dioxa-12-azawurtzitane compound represented by the following formula (I): 
                 
 
       wherein R 1  represents an alkyl group, R 2  is selected from the group consisting of hydrogen, the following members: 
                 
 
       and said members substituted with one or more of alkyl, acetyl, alkoxy, benzoxycarbonyl, tert-butoxycarbonyl, 9-fluorenylmethoxycarbonyl and 1,7,9-trialkyl-3,5-dioxa-12H-azawurtzitan-12-yl, and R 3  is selected from the group consisting of hydroxyl, oligopeptides, polypeptides, amino acids and polyamino acids, provided that where R 3  is an oligopeptide, a polypeptide, an amino acid or a polyamino acid, it is linked through a terminal amino group, said process comprising reacting an amino acid, an oligo- or polypeptide or a polyamino acid with a trialdehyde represented by the following formula (II): 
                 
 
       wherein R1 R 1  has the same meaning as above. 
     
     
       3. A process as claimed in  claim 2 , comprising mixing an aqueous solution of said amino acid, an oligo- or polypeptide or a polyamino acid with an organic polar solvent solution of said trialdehyde, and reacting the resulting mixture at a temperature and for a period of time sufficient to obtain said 3,5-dioxa-12-azawurtzitane compound.