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

Base Information

• Chemical Name: 2'-O-(2-Methoxyethyl)-5-methyl-uridine
• CAS No.: 163759-49-7
• Molecular Formula: C13H20N2O7
• Molecular Weight: 316.311
• Hs Code.: 2934999090
• UNII: 9Q36I4D9VB
• DSSTox Substance ID: DTXSID10459964
• Nikkaji Number: J1.870.338F
• Mol file: 163759-49-7.mol

Synonyms:163759-49-7;2'-O-(2-Methoxyethyl)-5-methyl-uridine;2'-O-(2-methoxyethyl)-5-methylUridine;Uridine, 2'-O-(2-methoxyethyl)-5-methyl-;2'-O-MOE-5-Me-rU;9Q36I4D9VB;1-[(2R,3R,4R,5R)-4-hydroxy-5-(hydroxymethyl)-3-(2-methoxyethoxy)oxolan-2-yl]-5-methylpyrimidine-2,4-dione;1-((2R,3R,4R,5R)-4-hydroxy-5-(hydroxymethyl)-3-(2-methoxyethoxy)tetrahydrofuran-2-yl)-5-methylpyrimidine-2,4(1H,3H)-dione;2'-MOE-5-Methyluridine;UNII-9Q36I4D9VB;SCHEMBL50826;DTXSID10459964;2'O-Methoxyethyl-5-methyluridine;NEVQCHBUJFYGQO-DNRKLUKYSA-N;2'-o-methoxyethyl-5-methyluridine;2'-O-Methoxvethyl-5-methyluridine;2'--O-Methoxyethyl-5-methyluridine;MFCD02682964;2'-O-(methoxyethyl)-5-methyluridine;2'--O--Methoxyethyl-5-methyluridine;AKOS016005091;AM10114;HY-W048488;AC-24669;BP-58846;CS-16579;2/'-O-(2-Methoxyethyl)-5-methyl-uridine;CS-0100774;F12191;A851922;J-700309;1-((2R,3R,4R,5R)-3-(2-methoxyethoxy)-tetrahydro-4-hydroxy-5-(hydroxymethyl)furan-2-yl)-5-methylpyrimidine-2,4(1H,3H)-dione

Chemical Property of 2'-O-(2-Methoxyethyl)-5-methyl-uridine

Chemical Property:

• Melting Point: 115.5-116.5 °C
• PKA: 9.55±0.10(Predicted)
• PSA: 123.01000
• Density: 1.41
• LogP: -1.87280
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Slightly), Methanol (Slightly), Water (Slightly, Sonicated)
• XLogP3: -1.8
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 6
• Exact Mass: 316.12705098
• Heavy Atom Count: 22
• Complexity: 467

Purity/Quality:

98% ^*data from raw suppliers

2''-O-(2-Methoxyethyl)-5-methyl-uridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CN(C(=O)NC1=O)C2C(C(C(O2)CO)O)OCCOC
• Isomeric SMILES: CC1=CN(C(=O)NC1=O)[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)OCCOC
• Uses: 2'-O-(2-Methoxyethyl)-5-methyluridine is a protected uridine derivative (U829910) and nucleoside used in the preparation of synthetic nucleic acids.

Technology Process of 2'-O-(2-Methoxyethyl)-5-methyl-uridine

There total 55 articles about 2'-O-(2-Methoxyethyl)-5-methyl-uridine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.0%

1-[(2R,3R,4R,5R)-4-(2,4-Dichloro-benzyloxy)-5-(2,4-dichloro-benzyloxymethyl)-3-(2-methoxy-ethoxy)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione (168427-88-1) → 2'-O-(2-methoxyethyl)-5-methyluridine (163759-49-7)

Guidance literature:

With hydrogen; sodium acetate; palladium on activated charcoal; In methanol; at 45 ℃; under 2250.2 Torr;

DOI:10.1002/hlca.19950780219

Reference yield: 84.0%

3',5'-di-O-levulinyl-2'-O-(2-methoxyethyl)-5-methyluridine (440327-51-5) → 2'-O-(2-methoxyethyl)-5-methyluridine (163759-49-7) + 3'-O-levulinyl-2'-O-(2-methoxyethyl)-5-methyluridine

Guidance literature:

With Candida antarctica lipase B; phosphate buffer; In 1,4-dioxane; at 40 ℃; for 96h; pH=7;

DOI:10.1021/jo020080k

Reference yield: 75.0%

O-2,2'-cyclo-5-methyluridine (22423-26-3) + 2-methoxy-ethanol (109-86-4,95507-80-5) → 2'-O-(2-methoxyethyl)-5-methyluridine (163759-49-7)

Guidance literature:

With tris(2-methoxyethyl)borate; sodium hydrogencarbonate; at 130 ℃; for 18h; atmospheric pressure;

DOI:10.1081/NCN-200060295

upstream raw materials:

1-[(2R,3R,4R,5R)-4-(2,4-Dichloro-benzyloxy)-5-(2,4-dichloro-benzyloxymethyl)-3-(2-methoxy-ethoxy)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

3',5'-di-O-levulinyl-2'-O-(2-methoxyethyl)-5-methyluridine

3'-O-Acetyl-2'-O-(2-methoxyethyl)-5-methyl-5'-O-(4-phenylbenzoyl)uridin

O-2,2'-cyclo-5-methyluridine

Downstream raw materials:

[5'-O-(4,4'-dimethoxytriphenylmethyl)-2'-O-(2-methoxyethyl)-5-methyluridin-3'-O-yl]-2-cyanoethyl-N,N-diisopropylphosphoramidite

bis(4-methoxyphenyl)phenylmethyl methyl ether

5'-O-(4,4'-dimethoxytriphenylmethyl)-2'-O-(2-methoxyethyl)-5-methyluridine

triethylammonium 5'-O-(4,4'-dimethoxytrityl)-2'-O-(2-methoxyethyl)-5-methyluridine-3'-O-succinate

Refernces

• 1、 -. "METHODS FOR THE PREVENTION AND TREATMENT OF MAJOR ADVERSE CARDIOVASCULAR EVENTS USING COMPOUNDS THAT MODULATE APOLIPOPROTEIN B". Paragraph 00640. . Retrieved 2016/03/22.
• 2、 Banerjee, Shyamapada,Srishylam,Rajendra Prasad,Migawa, Michael T.,Swayze, Eric E.,Sanghvi, Yogesh S.. "Scalable synthesis of substituted 2,7-dimethyl-9-phenylxanthen-9-ol (DMPx-OH): Useful for the preparation of crystalline 5′-O-DMPx-protected nucleosides". body text. p. 4669 - 4672. Retrieved 2012/09/07.