5-Methyl-2-thiouridine

Base Information

• Chemical Name: 5-Methyl-2-thiouridine
• CAS No.: 32738-09-3
• Molecular Formula: C10H14 N2 O5 S
• Molecular Weight: 274.298
• Hs Code.: 29349990
• European Community (EC) Number: 251-185-1
• UNII: Y9TK5VEJ8P
• DSSTox Substance ID: DTXSID601314450
• Nikkaji Number: J319.443D
• Wikidata: Q27109319
• Metabolomics Workbench ID: 53775
• Mol file: 32738-09-3.mol

Synonyms:2-thioribothymidine

Chemical Property of 5-Methyl-2-thiouridine

Chemical Property:

• Melting Point: 217 °C(Solv: ethanol (64-17-5))
• Boiling Point: °Cat760mmHg
• PKA: 7.18±0.23(Predicted)
• Flash Point: °C
• PSA: 140.06000
• Density: 1.63g/cm³
• LogP: -0.76190
• Storage Temp.: −20°C
• XLogP3: -1
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 274.06234272
• Heavy Atom Count: 18
• Complexity: 413

Purity/Quality:

97% ^*data from raw suppliers

5-Methyl-2-thiouridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CN(C(=S)NC1=O)C2C(C(C(O2)CO)O)O
• Isomeric SMILES: CC1=CN(C(=S)NC1=O)[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)O

Technology Process of 5-Methyl-2-thiouridine

There total 4 articles about 5-Methyl-2-thiouridine 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: 86.5%

C13H18N2O5S → 5-methyl-2-thiouridine (32738-09-3)

Guidance literature:

With trifluoroacetic acid; In water; for 6h;

Reference yield: 80.0%

O2',O3',O5'-tribenzoyl-5-methyl-2-thio-uridine (75921-08-3) → 5-methyl-2-thiouridine (32738-09-3)

Guidance literature:

With sodium methylate; In methanol; for 2h;

DOI:10.1080/15257770.2021.1942044

Reference yield:

2,3,5-tri-O-benzoyl-β-D-ribofuranosyl azide (7408-41-5) → 5-methyl-2-thiouridine (32738-09-3)

Guidance literature:

Multi-step reaction with 2 steps

1: platinum; ethyl acetate / Hydrogenation_.anschliessende Umsetzung mit 3-Methoxy-2-methyl-acryloylisothiocyanat unter Zusatz von Triaethylamin

2: aq. NaOH solution; dioxane

With 1,4-dioxane; sodium hydroxide; ethyl acetate; platinum;

upstream raw materials:

O^2'_,O3'_,O5'-tribenzoyl-5-methyl-2-thio-uridine

2,3,5-tri-O-benzoyl-β-D-ribofuranosyl azide

Downstream raw materials:

5-methyl-O^5'-trityl-2-thio-uridine

(9aR)-3c-hydroxy-7-methyl-2t-trityloximethyl-(3ac.9ar)-2,3,3a,9a-tetrahydro-furo[2',3':4,5]thiazolo[3,2-a]pyrimidin-6-one