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ChemicalBook CAS DataBase List 2,2'-Cyclouridine
3736-77-4

2,2'-Cyclouridine synthesis

6synthesis methods
-

Yield:3736-77-4 92%

Reaction Conditions:

with ammonia in methanol at 0 - 20; for 3 h;

Steps:

2,2'-Anhydrouridine (5)
4a (100 mg, 0.25 mmol) was dissolved in 2 mL of MeOH saturated with NH3. The solution was stirred for 3 hours at 0°C, the solvent was evaporated, and the product was purified on previously washed silica gel column in solvent system D. The column was washed with CH2Cl2:MeOH 1:1 v/v. The fractions containing the product were collected and evaporated under diminished pressure. The product was crystallized from DMF and flushed with MeOH resulting in 52.5 mg (0.23 mmol, yield 92%) of 5. The product was 99% pure by RP-HPLC.

References:

Szlenkier, Maurycy;Kamel, Karol;Boryski, Jerzy [Nucleosides, nucleotides and nucleic acids,2016,vol. 35,# 8,p. 410 - 425]

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