CAS No.223777-15-9,2'-O-(2-Methoxyethyl)uridine Suppliers

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Basic Information

Molecular Structure:
CAS No.:	223777-15-9
Name:	2'-O-(2-Methoxyethyl)uridine
Article Data:	4

Formula:	C₁₂H₁₈N₂O₇
Molecular Weight:	302.284
Synonyms:	2'-NITROBENZANILIDE;2'-O-(2-Methoxyethyl)uridine;2'-O-(2-METHOXYETHYL)URIDINE;
Density:	1.461 g/cm³
PSA:	123.01000
LogP:	-2.18120

Synthetic route

: 109-86-4
2-methoxy-ethanol

: 3736-77-4
2,2'-Anhydrouridine

: 223777-15-9
2'-O-(2-methoxyethyl)uridine

Conditions

Conditions	Yield
With aluminium for 48h; Etherification; Heating;	91%
Stage #1: 2-methoxy-ethanol With aluminium for 1h; Heating / reflux; Stage #2: 2,2'-Anhydrouridine for 48h; Heating / reflux; Stage #3: In ethanol; water for 0.166667h; Heating / reflux;	91%
With aluminium at 130℃; for 16h;	56%

: 58-96-8
uridine

: 223777-15-9
2'-O-(2-methoxyethyl)uridine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 11.31 g / diphenyl carbonate; sodium hydrogen carbonate / N,N-dimethyl-acetamide / 5 h / 100 °C 2: 91 percent / aluminium / 48 h / Heating View Scheme

: 109-86-4
2-methoxy-ethanol

: 3736-77-4
2,2'-Anhydrouridine

: 223777-15-9
2'-O-(2-methoxyethyl)uridine

Conditions

Conditions	Yield
With aluminium for 48h; Etherification; Heating;	91%
Stage #1: 2-methoxy-ethanol With aluminium for 1h; Heating / reflux; Stage #2: 2,2'-Anhydrouridine for 48h; Heating / reflux; Stage #3: In ethanol; water for 0.166667h; Heating / reflux;	91%
With aluminium at 130℃; for 16h;	56%

: 58-96-8
uridine

: 223777-15-9
2'-O-(2-methoxyethyl)uridine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 11.31 g / diphenyl carbonate; sodium hydrogen carbonate / N,N-dimethyl-acetamide / 5 h / 100 °C 2: 91 percent / aluminium / 48 h / Heating View Scheme

: 18162-48-6
tert-butyldimethylsilyl chloride

: 223777-15-9
2'-O-(2-methoxyethyl)uridine

: 647839-16-5
1-[4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-3-(2-methoxy-ethoxy)-tetrahydro-furan-2-yl]-1H-pyrimidine-2,4-dione

Conditions

Conditions	Yield
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 12h;	86%

: 120-94-5
1-Methylpyrrolidine

: 100-02-7
4-nitro-phenol

: 223777-15-9
2'-O-(2-methoxyethyl)uridine

: 223777-16-0
2'-O-(2-methoxyethyl)cytidine

Conditions

Conditions	Yield
With chloro-trimethyl-silane; ammonia; trifluoroacetic anhydride In 1,4-dioxane; ethanol; acetonitrile	84%

...Expand

: 223777-15-9
2'-O-(2-methoxyethyl)uridine

: 223777-16-0
2'-O-(2-methoxyethyl)cytidine

Conditions

Conditions	Yield
Stage #1: 2'-O-(2-methoxyethyl)uridine With 1-Methylpyrrolidine; chloro-trimethyl-silane In acetonitrile at 20℃; for 1h; Stage #2: With trifluoroacetic anhydride In acetonitrile at 0℃; for 0.0833333h; Stage #3: With 4-nitro-phenol; sodium bicarbonate; ammonia; water more than 3 stages;	84%
Multi-step reaction with 4 steps 1: 1-methylpyrrolidine / acetonitrile / 1 h / 20 °C 2: acetonitrile / 0.58 h / 0 °C 3: acetonitrile / 3 h / 0 °C 4: 5.07 g / conc. aq. NH3 / dioxane / 24 h / 55 °C View Scheme
Stage #1: 2'-O-(2-methoxyethyl)uridine With N-Methylpyrrole; chloro-trimethyl-silane In acetonitrile at 20℃; for 1h; Cooling with ice; Stage #2: With 4-nitro-phenol; trifluoroacetic anhydride at 0℃; for 3.5h;

: 223777-15-9
2'-O-(2-methoxyethyl)uridine

: 1251827-55-0
2'-O-(2-methoxyethyl)-5-iodouridine

Conditions

Conditions	Yield
With N-iodo-succinimide; 2,2'-azobis(isobutyronitrile) In N,N-dimethyl-formamide at 40℃; for 5h; Inert atmosphere;	78%

: 75-77-4
chloro-trimethyl-silane

: 223777-15-9
2'-O-(2-methoxyethyl)uridine

: 1-[(2R,3R,4R,5R)-3-(2-Methoxy-ethoxy)-4-trimethylsilanyloxy-5-trimethylsilanyloxymethyl-tetrahydro-furan-2-yl]-4-trimethylsilanyloxy-1H-pyrimidin-2-one

Conditions

Conditions	Yield
With 1-Methylpyrrolidine In acetonitrile at 20℃; for 1h; silylation;

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Specification

The 2'-O-(2-Methoxyethyl)uridine has CAS registry number 223777-15-9. This chemical's molecular formula is C₁₂H₁₈N₂O₇ and molecular weight is 302.28. What's more, its systematic name is 1-[(2R,3S,4S,5R)-4-Hydroxy-5-(hydroxymethyl)-3-(2-methoxyethoxy)tetrahydrofuran-2-yl]pyrimidine-2,4-dione.

Physical properties about the 2'-O-(2-Methoxyethyl)uridine are: (1)# of Rule of 5 Violations: 0; (2)ACD/BCF (pH 5.5): 1; (3)ACD/BCF (pH 7.4): 1; (4)ACD/KOC (pH 5.5): 6.33; (5)ACD/KOC (pH 7.4): 6.262; (6)#H bond donors: 3; (7)#Freely Rotating Bonds: 8; (8)Polar Surface Area: 117.56 Å²; (9)Index of Refraction: 1.586; (10)Molar Refractivity: 69.404 cm³; (11)Molar Volume: 206.859 cm³; (12)Surface Tension: 66.657 dyne/cm; (13)Density: 1.461 g/cm³.

You can still convert the following datas into molecular structure:
(1) SMILES: COCCO[C@H]1[C@H]([C@H](O[C@H]1n2ccc(=O)[nH]c2=O)CO)O
(2) InChI: InChI=1/C12H18N2O7/c1-19-4-5-20-10-9(17)7(6-15)21-11(10)14-3-2-8(16)13-12(14)18/h2-3,7,9-11,15,17H,4-6H2,1H3,(H,13,16,18)/t7-,9+,10+,11-/m1/s1
(3) InChIKey: XTXNROBDOKPICP-GRLWKWRFBH