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2'-Deoxy-2'-fluorocytidine
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Name

2'-Deoxy-2'-fluorocytidine

 EINECS 233-515-6
CAS No. 10212-20-1 Density 1.82 g/cm3
PSA 110.60000 LogP -1.00460
Solubility N/A Melting Point 167 °C
Formula C9H12FN3O4 Boiling Point 500.1 °C at 760 mmHg
Molecular Weight 245.21 Flash Point 256.2 °C
Transport Information N/A Appearance White or almost white crystalline powder
Safety 26-36 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 10212-20-1 (4-Amino-1-[(2R,3R,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one) Hazard Symbols IrritantXi
Synonyms

UNII-LCY080JPY9;4-Amino-1-[(2R,3R,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one;2'-Fluoro-2'-deoxy-b-D-ribofuranosylcytosine;2'-Fluoro-2'-deoxycytidine;NSC 529432;

Article Data 30

2'-Deoxy-2'-fluorocytidine Synthetic route

157024-78-7

9-<2-deoxy-2-fluoro-3,5-di-O-(tetrahydropyran-2-yl)-β-D-ribofuranosyl>cytosine

10212-20-1

2'-deoxy-2'-fluorocytidine

Conditions
ConditionsYield
With ethanol; pyridinium p-toluenesulfonate for 24h; Heating;66%

3',5'-Di-O-benzoyl-2'-desoxy-2'-fluorcytidin

10212-20-1

2'-deoxy-2'-fluorocytidine

Conditions
ConditionsYield
With ammonium hydroxide at 50℃;56%

Acetic acid (2R,3R,4R,5R)-2-acetoxymethyl-5-(4-amino-2-oxo-2H-pyrimidin-1-yl)-4-fluoro-tetrahydro-furan-3-yl ester

10212-20-1

2'-deoxy-2'-fluorocytidine

Conditions
ConditionsYield
With N,N-dimethyl-ethanamine In methanol at 50℃; for 24h; Yield given;
31698-14-3

cyclocitidine

10212-20-1

2'-deoxy-2'-fluorocytidine

Conditions
ConditionsYield
With potassium fluoride
10212-13-2

3’,5’-O-acetyl-2’-deoxy-2’-fluorouridine

10212-20-1

2'-deoxy-2'-fluorocytidine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: (PhO)2POCl, Et3N / acetonitrile / 1.5 h / Ambient temperature
2: 32percent aq. NH3 / dioxane / 0.33 h
3: EtNMe2 / methanol / 24 h / 50 °C
View Scheme
56287-17-3, 69123-94-0, 784-71-4

2'-deoxy-2'-fluorouridine

10212-20-1

2'-deoxy-2'-fluorocytidine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 92 percent / pyridine / 2 h / Ambient temperature
2: (PhO)2POCl, Et3N / acetonitrile / 1.5 h / Ambient temperature
3: 32percent aq. NH3 / dioxane / 0.33 h
4: EtNMe2 / methanol / 24 h / 50 °C
View Scheme
196928-90-2

Acetic acid (2R,3R,4R,5R)-2-acetoxymethyl-4-fluoro-5-[4-(3-nitro-[1,2,4]triazol-1-yl)-2-oxo-2H-pyrimidin-1-yl]-tetrahydro-furan-3-yl ester

10212-20-1

2'-deoxy-2'-fluorocytidine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 32percent aq. NH3 / dioxane / 0.33 h
2: EtNMe2 / methanol / 24 h / 50 °C
View Scheme
3736-77-4

2,2'-Anhydrouridine

10212-20-1

2'-deoxy-2'-fluorocytidine

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 87 percent / p-TsOH / dimethylformamide / 2.5 h / 0 °C
2: 25.1 g / 1 N aq. NaOH / methanol / 1.5 h / Ambient temperature
3: 57 percent / diethylaminosulfur trifluoride (DAST), pyridine / CH2Cl2 / 3 h / Heating
4: 1.) 4-chlorophenyl phosphorodichloridate, 1,2,4-triazole, pyridine, 2.) conc. NH4OH / 1.) RT, 2 d, 2.) dioxane, RT, 1 d
5: 66 percent / pyridinium p-toluenesulfonate (PPTS), C2H5OH / 24 h / Heating
View Scheme
351523-07-4

3',5'-di-O-(tetrahydropyran-2-yl)-2,2'-O-cyclouridine

10212-20-1

2'-deoxy-2'-fluorocytidine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 25.1 g / 1 N aq. NaOH / methanol / 1.5 h / Ambient temperature
2: 57 percent / diethylaminosulfur trifluoride (DAST), pyridine / CH2Cl2 / 3 h / Heating
3: 1.) 4-chlorophenyl phosphorodichloridate, 1,2,4-triazole, pyridine, 2.) conc. NH4OH / 1.) RT, 2 d, 2.) dioxane, RT, 1 d
4: 66 percent / pyridinium p-toluenesulfonate (PPTS), C2H5OH / 24 h / Heating
View Scheme
157024-75-4

9-<3,5-di-O-(tetrahydropyran-2-yl)-β-D-arabinofuranosyl>uracil

10212-20-1

2'-deoxy-2'-fluorocytidine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 57 percent / diethylaminosulfur trifluoride (DAST), pyridine / CH2Cl2 / 3 h / Heating
2: 1.) 4-chlorophenyl phosphorodichloridate, 1,2,4-triazole, pyridine, 2.) conc. NH4OH / 1.) RT, 2 d, 2.) dioxane, RT, 1 d
3: 66 percent / pyridinium p-toluenesulfonate (PPTS), C2H5OH / 24 h / Heating
View Scheme

2'-Deoxy-2'-fluorocytidine Specification

The 2'-Deoxy-2'-fluorocytidine, with the CAS registry number 10212-20-1, is also known as 2'-Fluoro-2'-deoxycytidine. It belongs to the product categories of Biochemistry; Nucleosides and Their Analogs; Nucleosides, Nucleotides & Related Reagents. This chemical's molecular formula is C9H12FN3O4 and molecular weight is 245.21. Its IUPAC name is called . The product should be sealed and stored in cool, dry place.

Physical properties of 2'-Deoxy-2'-fluorocytidine: (1)ACD/LogP: -1.26; (2)ACD/LogD (pH 5.5): -1.26; (3)ACD/LogD (pH 7.4): -1.26; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 4.9; (7)ACD/KOC (pH 7.4): 4.91; (8)#H bond acceptors: 7; (9)#H bond donors: 4; (10)#Freely Rotating Bonds: 4; (11)Index of Refraction: 1.697; (12)Molar Refractivity: 51.66 cm3; (13)Molar Volume: 134 cm3; (14)Surface Tension: 71.3 dyne/cm; (15)Density: 1.82 g/cm3; (16)Flash Point: 256.2 °C; (17)Enthalpy of Vaporization: 88.51 kJ/mol; (18)Boiling Point: 500.1 °C at 760 mmHg; (19)Vapour Pressure: 4.27E-12 mmHg at 25°C.

When you are using this chemical, please be cautious about it as the following:
This chemical may cause inflammation to the skin or other mucous membranes. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective clothing.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C1=CN(C(=O)N=C1N)C2C(C(C(O2)CO)O)F
(2)Isomeric SMILES: C1=CN(C(=O)N=C1N)[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)F
(3)InChI: InChI=1S/C9H12FN3O4/c10-6-7(15)4(3-14)17-8(6)13-2-1-5(11)12-9(13)16/h1-2,4,6-8,14-15H,3H2,(H2,11,12,16)/t4-,6-,7-,8-/m1/s1
(4)InChIKey: NVZFZMCNALTPBY-XVFCMESISA-N

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