PRODUCTION OF OROTIDINE DERIVATIVE

• Main Authors: TANAKA HIROMICHI, MIYASAKA SADA
• Format: Patent
• Language: English
• Published: 13.04.1983
• Subjects: CHEMISTRY; CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION ORPROCESSING OF GOODS; DERIVATIVES THEREOF; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; METALLURGY; NUCLEIC ACIDS; NUCLEOSIDES; NUCLEOTIDES; ORGANIC CHEMISTRY; SUGARS; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS; TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINSTCLIMATE CHANGE

PURPOSE:The reaction of N ,6-di- or N ,6,5'-trilithiouridine with a chloroformic ester readily gives the titled compound that is used as a synthetic intermediate of pyrimidine nucleosides. CONSTITUTION:The reaction between N ,6-di- or N ,6,5'-trilithiouridine (R is protecting group; R is lithium, protecting group) and a chloroformic ester of ClCOOR (R is lower alkyl, aryl) is carried out in a solvent such as diethyl ether or tetrahydrofuran under anhydrous conditions at -78-0 deg.C to give the objective compound of formula II (R ' is H, protecting group; R is H, group of COOR ). The deprotection of the product gives the triol derivative and the amount of the chloroformic ester is controlled to permit the selective synthesis of 6-monosubstituted or 5,6-disubstituted derivative.