CAS No.10212-20-1,4-Amino-1-[(2R,3R,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one Suppliers

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Basic Information

Molecular Structure:
CAS No.:	10212-20-1
Name:	4-Amino-1-[(2R,3R,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one
Article Data:	30

Formula:	C₉H₁₂FN₃O₄
Molecular Weight:	245.21
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;
EINECS:	233-515-6
Density:	1.82 g/cm³
Melting Point:	167 °C
Boiling Point:	500.1 °C at 760 mmHg
Flash Point:	256.2 °C
Appearance:	White or almost white crystalline powder
Hazard Symbols:	Xi
Risk Codes:	36/37/38
Safety:	26-36
PSA:	110.60000
LogP:	-1.00460

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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
With potassium fluoride

: 10212-13-2
3’,5’-O-acetyl-2’-deoxy-2’-fluorouridine

: 10212-20-1
2'-deoxy-2'-fluorocytidine

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Yield

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

Conditions	Yield
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

Yield

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

Conditions	Yield
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

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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