Development of a Nonaqueous Process for the Synthesis of Amino-pentan-1,5-diol

The development of an efficient process for the large-scale pro-

duction of water-soluble 3-amino-pentan-1,5-diol, an intermediate

in the synthesis of p38 inhibitors of the pyridinylimidazole class,

is presented. Various synthetic routes to 3-amino-pentan-1,5-diol

are discussed in this chapter. In the second-generation telescoped

process, all four chemical steps were optimized using 2-Me-

tetrahydrofuran (THF) and MeOH solvents with an overall yield

of 89% and a gas chromatography (GC) purity of 97-98%. The

key to this process is the telescoped deprotection, purification, and

nonaqueous isolation of 3-amino-pentan-1,5-diol.