United States Patent Office Patented Oct
3,346,562 United States Patent Office Patented Oct. 10, 1967 2 3,346,562 cg METHOD FOR THE PRODUCTION OF PO-CE Base RBONUCLEOSDE-5'-PHOSPHATE / O Mikio Honjo, Takatsuki, and Ryuji Maremoto, Minoo, Cl EO Japan, assignors to Takeda Chemical industries, Ltd., Osaka, Japan No Drawing. Filed May 31, 1966, Ser. No. 553,718 Claims priority, application Japan, May 29, 1965, R. X R. 40/31,814 9 Claims. (Cl. 260-21.5) HO. O. BIO O 10 N1 N1 This invention is concerned with a method for the pro Po-H, Base Po-H, Base duction of ribonucleoside-5'-phosphate. EIO k" wE+ EO k". Ribonucleoside-5'-phosphate is very useful as condi H HO - ment for food and also in the pharmaceutical industry, O O OH OH and has been chemically produced by at first protecting 15 X the hydroxyl groups at the 2'- and 3'-positions of its ribose R1 R2 moiety with acyl or isopropylidene groups and then phos phorylating the 5'-hydroxyl group of the thus-protected RN compound with pentavalent phosphorus compound such C=O: aliphatic ketone or aromatic aldehyde as phosphorus pentachloride, phosphorus oxychloride, 20 R?2 etc., followed by removing the protecting groups. As "ribonucleoside' in the present method there are However, this hitherto-known method requires a long used those containing purine base such as adenosine, time (about 7 to about 30 hours) for completing the pro inosine, etc. or those containing pyrimidine base such as tection and phosphorylation, and therefore is not desirable uridine, cytidine, etc. As the aliphatic ketone having 3 from an industrial viewpoint.
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