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2'-O-Methyluridine

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Name

2'-O-Methyluridine

EINECS 2017-001-1
CAS No. 2140-76-3 Density 1.536 g/cm3
PSA 113.78000 LogP -2.19780
Solubility N/A Melting Point 154-156 ºC
Formula C10H14N2O6 Boiling Point N/A
Molecular Weight 258.231 Flash Point N/A
Transport Information N/A Appearance White solid
Safety 24/25 Risk Codes 26/27/28
Molecular Structure Molecular Structure of 2140-76-3 (2'-O-Methyluridine) Hazard Symbols VeryT+
Synonyms

O(2)-Methyluridine;Uridine, 2-O-methyl-;1-[(2R,3R,4R,5R)-4-Hydroxy-5-(hydroxymethyl)-3-methoxy-oxolan-2-yl]pyrimidine-2,4-dione;

Article Data 37

2'-O-Methyluridine Synthetic route

156541-83-2

1'-(3',5'-O-benzyl-2'-O-methyl-β-D-ribofuranosyl)uracil

2140-76-3

2'-O-methyluridine

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In ethyl acetate at 25℃; under 760 Torr; for 0.5h;99%
83167-64-0

3',5'-O-(1,1,3,3-tetraisopropyl-1,3-disilyl)-2'-O-methyluridine

2140-76-3

2'-O-methyluridine

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In tetrahydrofuran at 20℃; for 2h;95%
With potassium fluoride; tetraethylammonium bromide In methanol; water78%
With potassium fluoride; tetraethylammonium chloride In water; acetonitrile at 53℃; for 0.5h;69 % Spectr.
With tetrabutyl ammonium fluoride In tetrahydrofuran
1384271-34-4

C25H28N2O7

2140-76-3

2'-O-methyluridine

Conditions
ConditionsYield
With formic acid; palladium on activated charcoal; hydrogen In water; isopropyl alcohol under 760.051 Torr; for 12h;95%
98917-55-6

3',5'-O-1,1,3,3-tetraisopropyldisiloxyl-2'-O-methyl-3-N-(2,4-dinitrobenzene)sulfenyluridine

2140-76-3

2'-O-methyluridine

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In tetrahydrofuran at 20℃; for 0.0333333h;92%
3736-77-4

2,2'-Anhydrouridine

149-73-5

trimethyl orthoformate

2140-76-3

2'-O-methyluridine

Conditions
ConditionsYield
With Trimethyl borate; sodium carbonate In methanol at 140 - 150℃; Ring cleavage;92%
2414-98-4

magnesium ethylate

292037-79-7

O2,2'-anhydro-1-(β-D-arabinofuranosyl)uracil

2140-76-3

2'-O-methyluridine

Conditions
ConditionsYield
In methanol for 5h; Reflux; Large scale;92%
3736-77-4

2,2'-Anhydrouridine

2140-76-3

2'-O-methyluridine

Conditions
ConditionsYield
In methanol for 5h; Heating;88%
79816-14-1

3',5'-di-O-benzoyl-2'-O-methyluridine

2140-76-3

2'-O-methyluridine

Conditions
ConditionsYield
With ammonium hydroxide In methanol Ambient temperature;86%
121-43-7

Trimethyl borate

847650-91-3

1-((2R,4S,5R)-3,4-anhydro-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidin-4(1H)-one

2140-76-3

2'-O-methyluridine

Conditions
ConditionsYield
With sodium hydrogencarbonate; trimethyl orthoformate In methanol at 150℃; under 10343 Torr; for 42h;86%
138935-28-1

2'-O-methyl-5'-O-(monomethoxytrityl)uridine

2140-76-3

2'-O-methyluridine

Conditions
ConditionsYield
With acetic acid Ambient temperature;85%

2'-O-Methyluridine Standards and Recommendations

Loss on drying: ≤1.0%
Assay(HPLC): ≥99%

2'-O-Methyluridine Specification

The 2'-O-Methyluridine, with the CAS registry number 2140-76-3, is also known as Uridine, 2'-O-methyl-. It belongs to the product categories of Bases & Related Reagents; Carbohydrates & Derivatives; Heterocycles; Nucleotides. This chemical's molecular formula is C10H14N2O6 and molecular weight is 258.23. What's more, its systematic name is the same with its product name. It should be stored at 0 °C. This chemical can be used for preparation of antiviral nucleoside derivatives as inhibitors of subgenomic hepatitis C virus RNA replication.

Physical properties about 2'-O-Methyluridine are: (1)ACD/LogP: -0.823; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.82; (4)ACD/LogD (pH 7.4): -0.83; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 8.50; (8)ACD/KOC (pH 7.4): 8.41; (9)#H bond acceptors: 8; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 5; (12)Polar Surface Area: 108.33 Å2; (13)Index of Refraction: 1.611; (14)Molar Refractivity: 58.4 cm3; (15)Molar Volume: 168.194 cm3; (16)Polarizability: 23.152×10-24cm3; (17)Surface Tension: 72.374 dyne/cm; (18)Density: 1.535 g/cm3.

When you are dealing with this chemical, you should be very careful. This chemical is very toxic by inhalation, in contact with skin and if swallowed. It may cause damage to health at very low levels. Therefore, you should avoid contacting with skin and eyes.

You can still convert the following datas into molecular structure:
(1) SMILES: O=C/1NC(=O)N(\C=C\1)[C@@H]2O[C@@H]([C@@H](O)[C@H]2OC)CO
(2) InChI: InChI=1S/C10H14N2O6/c1-17-8-7(15)5(4-13)18-9(8)12-3-2-6(14)11-10(12)16/h2-3,5,7-9,13,15H,4H2,1H3,(H,11,14,16)/t5-,7-,8-,9-/m1/s1
(3) InChIKey: SXUXMRMBWZCMEN-ZOQUXTDFSA-N

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