9-(2,3-Dideoxy-beta-D-ribofuranosyl)-6-mercaptopurine

Base Information

• Chemical Name: 9-(2,3-Dideoxy-beta-D-ribofuranosyl)-6-mercaptopurine
• CAS No.: 126502-10-1
• Molecular Formula: C10H12 N4 O2 S
• Molecular Weight: 252.297
• DSSTox Substance ID: DTXSID30155198
• Nikkaji Number: J322.197K
• ChEMBL ID: CHEMBL311888
• Mol file: 126502-10-1.mol

Synonyms:TPDDR;6-Mercapto-ddP;dd6MP;126502-10-1;6-SH-ddP;9-(2,3-Dideoxy-beta-D-ribofuranosyl)-6-mercaptopurine;2',3'-Dideoxy-6-thio-inosine;CHEMBL311888;DTXSID30155198;6-Thiopurine-2',3'-dideoxyriboside;6-Mercaptopurine 2',3'-dideoxyriboside;9-[(2R,5S)-5-(hydroxymethyl)tetrahydrofuran-2-yl]-1H-purine-6-thione

Chemical Property of 9-(2,3-Dideoxy-beta-D-ribofuranosyl)-6-mercaptopurine

Chemical Property:

• Vapor Pressure: 3.51E-14mmHg at 25°C
• Boiling Point: 577.6°Cat760mmHg
• Flash Point: 303.1°C
• Density: 1.73g/cm³
• XLogP3: -0.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 252.06809681
• Heavy Atom Count: 17
• Complexity: 351

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(OC1CO)N2C=NC3=C2NC=NC3=S
• Isomeric SMILES: C1C[C@@H](O[C@@H]1CO)N2C=NC3=C2NC=NC3=S

Technology Process of 9-(2,3-Dideoxy-beta-D-ribofuranosyl)-6-mercaptopurine

There total 1 articles about 9-(2,3-Dideoxy-beta-D-ribofuranosyl)-6-mercaptopurine 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:

2',3'-Dideoxyuridine (5983-09-5,153547-98-9) → 6-mercapto-9-(2,3-dideoxy-β-D-glycero-pentofuranosyl)-9H-purine (126502-10-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 32.6 percent / 2 h / 50 °C / Escherichia coli JA-300 cells, pH 6.5

2: 81 percent / sodium hydrosulfide / H₂O; ethanol / 2 h / Heating

With sodium hydrogensulfide; In ethanol; water;

DOI:10.1021/jm00109a012

Reference yield: 59.0%

9-(2,3-dideoxy-β-D-ribofuranosyl)-6-mercaptopurine (126502-10-1) + methyl iodide (74-88-4) → 9-(2,3-dideoxy-β-D-ribofuranosyl)-6-(methylthio)purine (107550-76-5)

Guidance literature:

With sodium methylate; In methanol; for 0.5h; Ambient temperature;

DOI:10.1021/jm00168a006

upstream raw materials:

2',3'-Dideoxyuridine

Downstream raw materials:

9-(2,3-dideoxy-β-D-ribofuranosyl)-6-(methylthio)purine