ChemicalBook CAS DataBase List 2-Deoxy-D-ribose

2-Deoxy-D-ribose synthesis

11synthesis methods

Product Name:2-Deoxy-D-ribose
CAS Number:533-67-5
Molecular formula:C5H10O4
Molecular Weight:134.13

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Yield:533-67-5 95%

Reaction Conditions:

Stage #1: sodium 3-deoxy-D-mannonatewith hydrogenchloride in water; pH=5;
Stage #2: with sodium hypochlorite;acetic acid in water at 40 - 45; pH=5 - 6; for 2 h;

Steps:

5 Example 5; Production of D-2-deoxyribose

After adjusting a 36.9 percent by weight aqueous solution (40 g) of sodium 3-deoxy-D-mannonate to pH 5 with hydrochloric acid, a 13 percent by weight aqueous solution (36.5 g) of sodium hypochlorite was added dropwise over 1 hour, while keeping the reaction temperature within a range from 40° C. to 45° C. and controlling pH within a range from 5 to 6 with acetic acid. After the completion of dropwise addition, the reaction mixture was aged for 1 hour and thereby yielded an aqueous solution (80.2 g) containing 9.3 g of target D-2-deoxyribose in a yield of 95% on the basis of 3-deoxy-D-mannonic acid. The oxidation-reduction potential in the reaction was 370 mV before the addition of sodium hypochlorite, was 960 to 1030 mV during the addition and dropped to 540 mV 30 minutes after the completion of the addition.

References:

US2004/254368,2004,A1 Location in patent:Page 5-6