Uridine, 2'-deoxy-3-methyl-

Base Information

• Chemical Name: Uridine, 2'-deoxy-3-methyl-
• CAS No.: 24514-32-7
• Molecular Formula: C₁₀H₁₄N₂O₅
• Molecular Weight: 242.232
• ChEMBL ID: CHEMBL448128
• DSSTox Substance ID: DTXSID40947405
• Metabolomics Workbench ID: 170087
• Nikkaji Number: J692.340B
• Wikidata: Q82925199
• Mol file: 24514-32-7.mol

Synonyms:24514-32-7;Uridine, 2'-deoxy-3-methyl-;n3-methyl-2'-deoxyuridine;2'-Deoxy-3-methyluridine;1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-3-methylpyrimidine-2,4-dione;3-Methyl-2'-deoxyuridine;CHEMBL448128;SCHEMBL16348682;DTXSID40947405;1-(2-Deoxypentofuranosyl)-3-methylpyrimidine-2,4(1H,3H)-dione;1-[(2R, 4S, 5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-3-methylpyrimidine-2, 4-dione;1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-3-methyl-1,2,3,4-tetrahydropyrimidine-2,4-dione

Chemical Property of Uridine, 2'-deoxy-3-methyl-

Chemical Property:

• Melting Point: 106-108°C
• PSA: 93.69000
• LogP: -1.81230
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: -1.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 242.09027155
• Heavy Atom Count: 17
• Complexity: 370

Purity/Quality:

97% ^*data from raw suppliers

2''-Deoxy-N3-methyluridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C(=O)C=CN(C1=O)C2CC(C(O2)CO)O
• Isomeric SMILES: CN1C(=O)C=CN(C1=O)[C@H]2C[C@@H]([C@H](O2)CO)O

Technology Process of Uridine, 2'-deoxy-3-methyl-

There total 5 articles about Uridine, 2'-deoxy-3-methyl- 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: 45.0%

2'-deoxyuridine (951-78-0,63844-76-8) → 3-Methyl-2'-desoxy-uridin (24514-32-7)

Guidance literature:

With potassium carbonate; In dimethyl sulfoxide; acetone;

DOI:10.1248/bpb.19.142

Reference yield:

5-Iodo-2'-deoxyuridine (54-42-2,162239-35-2) → 3-Methyl-2'-desoxy-uridin (24514-32-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / TBAF / tetrahydrofuran / 0.17 h / 20 °C

2: copper iodide / tetrakis(triphenylphosphine)palladium⁽⁰⁾

With copper(l) iodide; tetrabutyl ammonium fluoride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran;

DOI:10.1016/S0040-4039(03)01702-7

Reference yield:

3,3,3-trifluoroprop-1-yne (661-54-1) + 5-iodo-3-methyl-2′-deoxyuridine (35695-25-1) → 3-Methyl-2'-desoxy-uridin (24514-32-7)

Guidance literature:

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾;

DOI:10.1016/S0040-4039(03)01702-7

upstream raw materials:

2'-deoxyuridine

trimethylsulphonium hydroxide

3,3,3-trifluoroprop-1-yne

5-iodo-3-methyl-2′-deoxyuridine