Patent ID: 6258931
Filing Date: 2001-07-10
Classification: C07C,C07K,Y02P

Abstract:
A method of synthesizing a deoxyhypusine derivative having the formula: ##STR12##wherein: Q.sub.1 and Q.sub.2 may be the same or different and are amino protective groups and Q.sub.3 is an amino protective group which is orthogonal to Q.sub.1 and Q.sub.2, comprising:a. providing an ester of N.sub..epsilon. -, N.sub..alpha. -diprotected lysine, said ester having the formula: ##STR13##wherein prot and prot' are mutually orthogonal amino-protective groups and R is the residue of an esterifying alcohol which is orthogonal with respect to prot and prot',b. removing prot from N.sub..epsilon. of (a) and converting the product to a compound of the formula: ##STR14##c. condensing (b) with 3-cyanopropanal and reducing the intermediate imine to a cyanide of the formula: ##STR15##d. reducing (c) to produce a triamine of the formula: ##STR16##e. protecting the free amino groups of (d) to produce an ester of the formula: ##STR17##f. removing R and prot' from (e) to produce a compound of the formula: ##STR18##andg. acylating the free amino group to produce the deoxyhypusine derivative (1).