Process for production of ribofuranose derivatives

Abstract

The invention aims to provide a process for producing 1,2,3-tri-O-acetyl-5-deoxyribofuranose by an industrially suitable means. The invention provides a process for the production of 1,2,3-tri-O-acetyl-5-deoxyribofuranse which comprises hydrogenating a compound represented by the general formula (1) or (2) in the presence of a metal catalyst: [wherein P1 and P2 are each independently hydrogen or acyl, or OP1 and OP2 may be united to form an acetal group; and R is hydrogen, alkyl, aryl, aralkyl or acyl][wherein X1 is Br or I; P3 and P4 are each independently hydrogen or acyl; and R is hydrogen, alkyl, aryl, aralkyl or acyl].

Description

technical field The invention relates to a preparation method of ribofuranose derivatives. The furanose derivatives prepared by the method of the present invention can be used as synthetic intermediates of nucleic acid derivatives of pharmacologically active substances. Background technique So far, as the preparation method of 1,2,3-tri-O-acetyl-5-deoxyribofuranose, only the method of the compound protected by cyclic acetal via the 2,3-position hydroxyl of ribose has been reported (refer to Non-Patent Documents 1 to 5 and Patent Documents 1 to 3). However, in the preparation of pharmaceutical intermediates, the protection and deprotection of hydroxyl groups are not only necessary for protection and deprotection reagents, but also are steps accompanied by complicated operations and prolongation of preparation time, in order to obtain cheap and simple preparation Not preferred when method is the target. In all literatures, when the 2,3-position hydroxyl of ribose is protec...

AI Technical Summary

Problems solved by technology

In addition, due to the large volume of the secondary carbon at the α position, the metal catalyst used in hydrogenation is difficult to insert into the carbon-chlorine bond, and the reduction is difficult.

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