A New Preparative Synthesis of 1-D-6-O-(2-Amino-2-Deoxy-D-glycopyranosyl)-chiro-Inositol 1-Phosphate and 1,2-Cyclic Phosphate

A convenient preparative synthesis of 1-D-6-O-(2-amino-2-deoxy-α-D-glycopyranosyl)-chiro-inositol 1-phosphate (III) and -1,2-cyclic phosphate (IV) using D-chiro-inositol as starting material is reported. Compound III has been previously found to behave as type P inositolphosphoglycans (the putative second messengers of insulin-like growth factor I) in organotypic cultures of chicken embryo. The synthesis of III and IV, now reported, considerably improves previous synthesis of III and permits the effective preparation of these substances for biological investigation.