5-((Methylthio)methyl)-2'-deoxyuridine

Base Information

• Chemical Name: 5-((Methylthio)methyl)-2'-deoxyuridine
• CAS No.: 72687-16-2
• Molecular Formula: C₁₁H₁₆N₂O₅S
• Molecular Weight: 288.324
• UNII: JK90B43KZD
• Nikkaji Number: J588.010F
• ChEMBL ID: CHEMBL3142546
• Mol file: 72687-16-2.mol

Synonyms:4-methylthiothymidine;5-((methylthio)methyl)-2'-deoxyuridine;METHM-deoxyuridine

Chemical Property of 5-((Methylthio)methyl)-2'-deoxyuridine

Chemical Property:

• PSA: 129.85000
• Density: 1.453g/cm³
• LogP: -0.95970
• XLogP3: -1.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 288.07799279
• Heavy Atom Count: 19
• Complexity: 414

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CSCC1=CN(C(=O)NC1=O)C2CC(C(O2)CO)O
• Isomeric SMILES: CSCC1=CN(C(=O)NC1=O)[C@H]2C[C@@H]([C@H](O2)CO)O

Technology Process of 5-((Methylthio)methyl)-2'-deoxyuridine

There total 2 articles about 5-((Methylthio)methyl)-2'-deoxyuridine 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: 89.0%

1-(2-deoxy-β-D-ribofuranosyl)-α-(methylthio)thymine 3,5-di-p-toluate (72687-15-1) → 1-(2-deoxy-β-D-ribofuranosyl)-α-(methylthio)thymine (72687-16-2)

Guidance literature:

With potassium carbonate; In methanol; for 48h; Ambient temperature;

DOI:10.1021/jm00177a008

Reference yield:

5-(chloromethyl)-1-(3,5-di-O-toluoyl-2-deoxy-β-D-ribofuranosyl)uracil (19083-08-0) → 1-(2-deoxy-β-D-ribofuranosyl)-α-(methylthio)thymine (72687-16-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 62 percent / NaOMe / methanol / 48 h / Ambient temperature

2: 89 percent / K₂CO₃ / methanol / 48 h / Ambient temperature

With sodium methylate; potassium carbonate; In methanol;

DOI:10.1021/jm00177a008

upstream raw materials:

1-(2-deoxy-β-D-ribofuranosyl)-α-(methylthio)thymine 3,5-di-p-toluate

5-(chloromethyl)-1-(3,5-di-O-toluoyl-2-deoxy-β-D-ribofuranosyl)uracil