ChemicalBook CAS DataBase List 5-fluoro-1-[(2R,4R,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione

5-fluoro-1-[(2R,4R,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione synthesis

3synthesis methods

Product Name:5-fluoro-1-[(2R,4R,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione
CAS Number:955-24-8
Molecular formula:C9H11FN2O5
Molecular Weight:246.19

2-Penten-1-ol, 5,5-bis(phenylmethoxy)-, (2E)-

134485-31-7
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5-fluoro-1-[(2R,4R,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione

955-24-8
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Yield:-

Steps:

Multi-step reaction with 7 steps
1: diisopropylethylamine
2: K₂OsO₄*2H₂O, K₃Fe(CN)6, DHQD-PHN / H₂O; 2-methyl-propan-2-ol
3: H₂SO₄ / tetrahydrofuran / 0 °C
4: 80 percent / NaH / dimethylformamide
5: 84 percent / Rh(PPh₃)3Cl, pyridine / aq. ethanol / 5 h / Heating
6: 28 percent / pyridine*HF / dioxane
7: 86 percent / 50percent TFA / CH₂Cl₂

References:

Xia, Xiaoyang;Wang, Jianying;Hager, Michael W.;Sisti, Nicholas;Liotta, Dennis C. [Tetrahedron Letters,1997,vol. 38,# 7,p. 1111 - 1114]

2,4(1H,3H)-Pyrimidinedione, 1-[2-deoxy-5-O-(triphenylmethyl)-β-D-threo-pentofuranosyl]-5-fluoro-

103285-11-6
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955-24-8
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References

2-Pentenoic acid, 5,5-bis(phenylmethoxy)-, ethyl ester, (E)- (9CI)

134485-39-5
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955-24-8
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References