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ChemicalBook CAS DataBase List N6-Dibenzoyladenosine 2',3'-Dibenzoate

N6-Dibenzoyladenosine 2',3'-Dibenzoate synthesis

3synthesis methods
-

Yield:58463-04-0 100%

Reaction Conditions:

with SO3H silica gel in chloroform at 20; for 2 h;

Steps:

4.5. General procedure for the desilylation of the nucleosidederivatives

General procedure: The silylated nucleosides 5a-7a were prepared according to the literature procedures. 13-15 A solution of silylated nucleosides 5a-7a (0.4 mmol) in EtOAc (5a and 6a, 1 mL, 0.4 M) or CHCl3 (7a,1 mL, 0.4 M) was treated with SO3H silica gel (2 g, 0.2 mmol/g) at ambient temperature. After shaking for 1 min, resulting powderwas left to stand at ambient temperature for the indicated reaction time. Then, the powder was put on the glass filter and eluted with MeOH. The obtained elute was evaporated in vacuo to yield corresponding desilylated Thymidine (5b, 88% yield), Uridine (6b, 81%yield) or 7b (quant.). The 1H NMR spectrum of 7b was identical to that reported in the literature.16

References:

Fujii, Hideaki;Shimada, Naoyuki;Ohtawa, Masaki;Karaki, Fumika;Koshizuka, Masayoshi;Hayashida, Kohei;Kamimura, Mitsuhiro;Makino, Kazuishi;Nagamitsu, Tohru;Nagase, Hiroshi [Tetrahedron,2017,vol. 73,# 36,p. 5425 - 5429]