Croatica Chemica Acta, Vol. 58 No. 4, 1985.
Izvorni znanstveni članak
Anti-Cyclisation Reactions of Enantiomeric 1-(2,3-Dihydroxypropyl)uracil Derivatives
V. Škarić
; Laboratory of Stereochemistry and Naturat Products, »Rudjer Bošković« Institute, 41001Zagreb, Croatia, Yugoslavia
B. Kašnar
; Laboratory of Stereochemistry and Naturat Products, »Rudjer Bošković« Institute, 41001Zagreb, Croatia, Yugoslavia
Sažetak
The synthesis and enantiomeric features of 2-hydroxymethyl-
-tetrahydro-oxazolo[3,2-c]pyrimidine-5,7-(4H,6H)-diones (V) are.
described. The diazomethane methylation of these bicyclic compounds
afforded 2-hydroxymethyl-6-methyl-tetrahydro-oxazolo-
-[3,2-c]pyrimidine-5,7-(4H,6H)-diones (R)-(XXII) and (S)-(XXII),
respectively. For the synthesis of (R)-V and (S)-V the respective
5-bromo-1-(2,3-dihydroxypropyl)uracil (R)-(XVII) and (S)-(XVII)
were treated with KCN in DMF. The intermediate (R,S)-6-cyano-
-1-(2,3-dihydroxypropyl)uracil (XI) was shown to undergo the
anti-cyclisation yielding (R,S)-V if heated in DMSO at 40°c.
Ključne riječi
Hrčak ID:
178047
URI
Datum izdavanja:
6.3.1986.
Posjeta: 566 *