2910. Deoxyuridine

Nomenclature

CAS number: 951-78-0
2′-Deoxyuridine; 1-(2-deoxy-β-d-erythro-pentofuranosyl)uracil; 1-(2-deoxy-β-d-ribofuranosyl)uracil; uracil deoxyriboside.
C9H12N2O5; mol wt 228.20.
C 47.37%, H 5.30%, N 12.28%, O 35.06%.

Description and references

Prepn: Dekker, Todd, Nature 166, 557 (1950); Brown et al., J. Chem. Soc. 1958, 3035; Prystas et al., Collect. Czech. Chem. Commun. 28, 3140 (1963); Smejkal et al., ibid. 31, 291 (1966). Conformation: Rahman, Wilson, Nature 232, 333 (1971).

Chemical structure

Properties

Needles from abs alc or 95% alc, mp 163° (Dekker, Todd) and 167° (Brown et al.). [α]D22 +50° (c = 1.1 in N NaOH).

Derivative

α-Anomer.

Nomenclature

1-(2-Deoxy-α-d-erythro-pentofuranosyl)uracil; 1-(2-deoxy-α-d-ribofuranosyl)uracil.

Description and references

Prepn: Prystas et al., loc. cit.