ChemicalBook CAS DataBase List 4'-C-azido-2'-deoxy-2'-fluoro-beta-D-arabinocytidine

4'-C-azido-2'-deoxy-2'-fluoro-beta-D-arabinocytidine synthesis

3synthesis methods

Product Name:4'-C-azido-2'-deoxy-2'-fluoro-beta-D-arabinocytidine
CAS Number:1011529-10-4
Molecular formula:C9H11FN6O4
Molecular Weight:286.2198

2(1H)-Pyrimidinone, 1-(5-O-acetyl-4-C-azido-2-deoxy-2-fluoro-β-D-arabinofuranosyl)-4-amino-

1030595-44-8
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4'-C-azido-2'-deoxy-2'-fluoro-beta-D-arabinocytidine

1011529-10-4
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Yield:1011529-10-4 89%

Reaction Conditions:

with methanol;triethylamine at 20; for 12 h;

Steps:

1

The synthesis of compound xv: The compound xiv (5mmol) was dissolved in 5% methanol-triethylamine (100ml), and the solution was stirred at a room temperature for 12 hours. After completion of the reaction, the solvent was removed through evaporation and the residue was purified by column chromatography to obtain the compound xv (89.0%).ESI-MS: 287[M+H]. ¹H NMR(DMSO-d₆, 300 MHz)δ: 8.14 (d, 1H), 7.32 (d, 1H), 7.21 (br, 2H), 6.08 (dd, 1H), 5.82 (d, 1H), 5.11 (t, 1H), 4.92 (dt, 1H), 4.16 (dt, 1H), 3.62-3.69 (m, 2H).

References:

EP2177527,2010,A1 Location in patent:Page/Page column 12

4'-Azido-3',5'-di-O-benzoyl-2'-deoxy-2'-fluoro-beta-D-arabinouridine

1145869-37-9
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1011529-10-4
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References

1333126-30-9 Synthesis

4’-Azido-3’-O-benzoyl-5’-O-(m-chlorobenzoyl)-2’-deoxy-2’-fluoro-beta-D-arabinouridine

1333126-30-9
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1011529-10-4
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References