Patent ID: 7304154

Claim:
A method for producing 2-deoxy-L-ribose comprising the steps of (A) protection step for preparation of 2-deoxy-1-O-alkyl-D-ribopyranoside, of which the aldehyde group in 2-deoxy-D-ribose is protected in the form of acetal, by reacting 2-deoxy-D-ribose with an alcohol in the presence of an acid; (B) activation step for preparation of 2-deoxy-1-O-alkyl-3,4-di-(alkanesulfonyl)-D-ribose or 2-deoxy-1-O-alkyl-3,4-di-(arylsulfonyl)-D-ribose, of which the 3- and 4-OH groups in 2-deoxy-D-ribose are activated, by reacting the above 2-deoxy-1-O-alkyl-D-ribose and an organic sulfonyl halide in the presence of a base; (C) inversion step for preparation of a mixture of 2-deoxy-1-O-alkyl-3-acyl-L-ribose and 2-deoxy-1-O-alkyl-4-acyl-L-ribose, in which the stereochemistry of 3-OH and 4-OH groups are inverted, by reacting the above 2-deoxy-1-O-alkyl-3,4-di-(alkanesulfonyl)-D-ribose or 2-deoxy-1-O-alkyl-3,4-di-(arylsulfonyl)-D-ribose with a metal salt of organic acid; and (D) deprotection step for preparation for 2-deoxy-L-ribose by reactions of the above mixture of 2-deoxy-1-O-alkyl-3-acyl-L-ribose and 2-deoxy-1-O-alkyl-4-acyl-L-ribose with an acid and then with a base, or with a base and then with an acid.