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Cas Database |
| Name |
2',3'-Di-O-acetyl-5'-deoxy-5-fuluro-D-cytidine |
EINECS | 605-260-4 |
| CAS No. | 161599-46-8 | Density | 1.57 g/cm3 |
| PSA | 122.74000 | LogP | 0.32650 |
| Solubility | N/A | Melting Point |
196-198?C |
| Formula | C13H16FN3O6 | Boiling Point | 427.4 °C at 760 mmHg |
| Molecular Weight | 329.285 | Flash Point | 212.3 °C |
| Transport Information | N/A | Appearance | WHITE |
| Safety | 24/25 | Risk Codes | N/A |
| Molecular Structure |
|
Hazard Symbols | N/A |
| Synonyms |
5'-Deoxy-2',3'-di-O-acetyl-5-fluorocytidine; |
Article Data | 22 |
2',3'-Di-O-acetyl-5'-deoxy-5-fuluro-D-cytidine Synthetic route
- 2022-85-7
Flucytosine
- 27821-07-4, 27930-18-3, 37076-71-4, 62211-93-2, 63903-44-6, 76497-54-6
1,2,3-tri-O-acetyl-5-deoxy-β-D-ribofuranose
- 161599-46-8
(2R,3R,4R,5R)-2-(4-amino-5-fluoro-2-oxopyrimidin-1(2H)-yl)-5-methyl-tetrahydrofuran-3,4-diyl diacetate
| Conditions | Yield |
|---|---|
| With titanium tetrachloride In dichloromethane at 10 - 20℃; for 4h; Solvent; | 88.6% |
| Stage #1: Flucytosine With ammonium sulfate; 1,1,1,3,3,3-hexamethyl-disilazane In toluene for 3h; Reflux; Stage #2: 1,2,3-tri-O-acetyl-5-deoxy-β-D-ribofuranose With tin(IV) chloride In dichloromethane at -5℃; Inert atmosphere; Heating; | 83.6% |
| Stage #1: Flucytosine With trifluorormethanesulfonic acid; 1,1,1,3,3,3-hexamethyl-disilazane In acetonitrile for 2h; Reflux; Stage #2: 1,2,3-tri-O-acetyl-5-deoxy-β-D-ribofuranose With trifluorormethanesulfonic acid at 20 - 55℃; | 80% |
- 110022-91-8
di-O-acetyl-5-deoxy-ξ-D-ribofuranosyl chloride
- 111878-21-8
2-trimethylsilyloxy-4-trimethylsilylamino-5-fluoropyrimidine
- 161599-46-8
(2R,3R,4R,5R)-2-(4-amino-5-fluoro-2-oxopyrimidin-1(2H)-yl)-5-methyl-tetrahydrofuran-3,4-diyl diacetate
| Conditions | Yield |
|---|---|
| Stage #1: di-O-acetyl-5-deoxy-ξ-D-ribofuranosyl chloride; 2-trimethylsilyloxy-4-trimethylsilylamino-5-fluoropyrimidine In 1,2-dichloro-ethane for 4h; Inert atmosphere; Schlenk technique; Reflux; Stage #2: With water Inert atmosphere; Schlenk technique; | 86% |
- 41108-04-7
5-fluoro-2-trimethylsilanyloxy-pyrimidin-4-ylamine
- 27821-07-4, 27930-18-3, 37076-71-4, 62211-93-2, 63903-44-6, 76497-54-6
1,2,3-tri-O-acetyl-5-deoxy-β-D-ribofuranose
- 161599-46-8
(2R,3R,4R,5R)-2-(4-amino-5-fluoro-2-oxopyrimidin-1(2H)-yl)-5-methyl-tetrahydrofuran-3,4-diyl diacetate
| Conditions | Yield |
|---|---|
| With tin(IV) chloride; sodium hydrogencarbonate In dichloromethane; water at 0 - 20℃; for 0.5h; | 78.4% |
- 37076-71-4
5-deoxy-1,2,3-tri-O-acetyl-D-ribofuranose
- 161599-46-8
(2R,3R,4R,5R)-2-(4-amino-5-fluoro-2-oxopyrimidin-1(2H)-yl)-5-methyl-tetrahydrofuran-3,4-diyl diacetate
| Conditions | Yield |
|---|---|
| Stage #1: 5-fluorocytosine With 1,1,1,3,3,3-hexamethyl-disilazane In toluene for 4h; Autoclave; Reflux; Industrial scale; Stage #2: 5-deoxy-1,2,3-tri-O-acetyl-D-ribofuranose With tin(IV) chloride In dichloromethane at 2 - 20℃; for 12h; Industrial scale; | 74% |
- 66335-38-4
5'-deoxy-5-fluorocytidine
- 161599-46-8
(2R,3R,4R,5R)-2-(4-amino-5-fluoro-2-oxopyrimidin-1(2H)-yl)-5-methyl-tetrahydrofuran-3,4-diyl diacetate
| Conditions | Yield |
|---|---|
| With acetic anhydride In pyridine; water |
- 880633-97-6
5'-deoxy-2',3'-di-O-acetyl-5-fluoro-N4-((5-nitrothien-2-yl)methoxycarbonyl)cytidine
- 161599-46-8
(2R,3R,4R,5R)-2-(4-amino-5-fluoro-2-oxopyrimidin-1(2H)-yl)-5-methyl-tetrahydrofuran-3,4-diyl diacetate
| Conditions | Yield |
|---|---|
| In water; isopropyl alcohol G-values; Irradiation; |
- 108-24-7
acetic anhydride
- 66335-38-4
5'-deoxy-5-fluorocytidine
- 161599-46-8
(2R,3R,4R,5R)-2-(4-amino-5-fluoro-2-oxopyrimidin-1(2H)-yl)-5-methyl-tetrahydrofuran-3,4-diyl diacetate
| Conditions | Yield |
|---|---|
| With pyridine at 0℃; for 3h; | |
| With pyridine at 0℃; for 3h; |
- 2022-85-7
Flucytosine
- 37076-71-4
5-deoxy-1,2,3-tri-O-acetyl-D-ribofuranose
- 161599-46-8
(2R,3R,4R,5R)-2-(4-amino-5-fluoro-2-oxopyrimidin-1(2H)-yl)-5-methyl-tetrahydrofuran-3,4-diyl diacetate
| Conditions | Yield |
|---|---|
| Stage #1: Flucytosine With chloro-trimethyl-silane; 1,1,1,3,3,3-hexamethyl-disilazane In toluene at 110℃; for 0.5h; Stage #2: 5-deoxy-1,2,3-tri-O-acetyl-D-ribofuranose With tin(IV) chloride In dichloromethane at 0 - 30℃; Stage #3: With water; sodium hydrogencarbonate In dichloromethane for 2h; |
- 37076-71-4
5-deoxy-1,2,3-tri-O-acetyl-D-ribofuranose
- 41108-04-7
5-fluoro-2-trimethylsilanyloxy-pyrimidin-4-ylamine
- 161599-46-8
(2R,3R,4R,5R)-2-(4-amino-5-fluoro-2-oxopyrimidin-1(2H)-yl)-5-methyl-tetrahydrofuran-3,4-diyl diacetate
| Conditions | Yield |
|---|---|
| tin(IV) chloride In dichloromethane at 0℃; for 2h; |
- 128963-10-0
2',3',5'-tri-O-acetyl-5-fluorocytidine
- 161599-46-8
(2R,3R,4R,5R)-2-(4-amino-5-fluoro-2-oxopyrimidin-1(2H)-yl)-5-methyl-tetrahydrofuran-3,4-diyl diacetate
| Conditions | Yield |
|---|---|
| Multi-step reaction with 4 steps 1: pyridine / dichloromethane / 1.5 h / 0 °C 2: alcalase enzyme cross linked aggregate / ethanol / 100 h / 20 °C / Enzymatic reaction 3: carbon tetrabromide / dichloromethane / 3 h / 20 °C / Inert atmosphere 4: 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride / tetrahydrofuran / Reflux View Scheme |
2',3'-Di-O-acetyl-5'-deoxy-5-fuluro-D-cytidine Chemical Properties
Product Name: Cytidine,5'-deoxy-5-fluoro-, 2',3'-diacetate
Synonyms of Cytidine,5'-deoxy-5-fluoro-, 2',3'-diacetate (CAS NO.161599-46-8): 2',3'-Di-O-acetyl-5'-deoxy-5-fuluro-D-cytidine
CAS NO: 161599-46-8
Molecular Formula: C13H16FN3O6
Molecular Weight of Cytidine,5'-deoxy-5-fluoro-, 2',3'-diacetate (CAS NO.161599-46-8): 329.281
Molecular Structure:
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H bond acceptors: 9
H bond donors: 2
Freely Rotating Bonds: 5
Polar Surface Area: 97.74 Å2
Index of Refraction: 1.609
Molar Refractivity: 72.32 cm3
Molar Volume: 208.7 cm3
Surface Tension: 51.7 dyne/cm
Density of Cytidine,5'-deoxy-5-fluoro-, 2',3'-diacetate (CAS NO.161599-46-8): 1.57 g/cm3
Flash Point: 212.3 °C
Enthalpy of Vaporization: 68.24 kJ/mol
Boiling Point: 427.4 °C at 760 mmHg
Vapour Pressure: 1.64E-07 mmHg at 25°C
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