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-alpha-D-glyc opyranosyl)-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 putat ive second messengers of insulin-like growth factor I) in organotypic cultu res of chicken embryo. The synthesis of III and IV, now reported, considera bly improves previous synthesis of III and permits the effective preparatio n of these substances for biological investigation.