Lithium Hydroxide → HCID 178418270, compound

Participants

Reaction Steps

For example, the aforesaid guanosine is reacted with zinc chloride in acetone to introduce an isopropylidene group into the 2'- and 3'-hydroxyl groups of guanosine and reacting the product with 2-cyanoethylphosphoric acid in pyridine in the presence of dicyclohexyl carbodiimide (DCC) to cyanophosphorylate the 5'-position. The resulting compound is subjected to a deprotection reaction with lithium hydroxide and then a cation exchange resin (H+) to obtain 5'-GMP. This reaction can be carried out, for example, in the following manner. One mole of 2',3'-O-isopropylideneguanosine and 4 moles of 2-cyanoethylphosphoric acid are dissolved in 50% aqueous pyridine solution. The solvent is evaporated at 30° C. under reduced pressure. The residue is dissolved in pyridine and dicyclohexyl carbodiimide (DCC) is added, and the mixture is allowed to stand for 18 hours at room temperature. A small amount of water is added. The mixture is left to stand for 1 hour, and then concentrated under reduced pressure. A 0.4N aqueous solution of lithium hydroxide is added and the mixture is boiled under reflux for 1 hour.

Provenance & Evidence