3'-Deoxy-4-thiothymidine

Base Information

• Chemical Name: 3'-Deoxy-4-thiothymidine
• CAS No.: 122568-03-0
• Molecular Formula: C₁₀H₁₄N₂O₃S
• Molecular Weight: 242.299
• DSSTox Substance ID: DTXSID90153650
• Nikkaji Number: J264.462B
• ChEMBL ID: CHEMBL87127
• Mol file: 122568-03-0.mol

Synonyms:3'-deoxy-4-thiothymidine;ddThdS

Chemical Property of 3'-Deoxy-4-thiothymidine

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 103.15000
• Density: 1.41g/cm³
• LogP: 0.51030
• XLogP3: -1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 242.07251349
• Heavy Atom Count: 16
• Complexity: 356

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CN(C(=O)NC1=S)C2CCC(O2)CO
• Isomeric SMILES: CC1=CN(C(=O)NC1=S)[C@H]2CC[C@H](O2)CO

Technology Process of 3'-Deoxy-4-thiothymidine

There total 5 articles about 3'-Deoxy-4-thiothymidine 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: 86.0%

5'-O-benzoyl-3'-deoxy-4-thiothymidine (122568-00-7) → 3'-deoxy-4-thiothymidine (122568-03-0)

Guidance literature:

With sodium hydroxide; for 6h; Ambient temperature;

DOI:10.1021/jm00163a043

Reference yield:

5′-benzoyl-2′,3′-didehydro-3′-deoxythymidine (122567-97-9) → 3'-deoxy-4-thiothymidine (122568-03-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 85 percent / H₂ / 10percent Pd/C / ethanol / 2 h / 1292.9 Torr

2: 85 percent / 2,4-bis(4-methoxyphenyl)-1,3-dithia-2,4-diphosphetane 2,4-disulfide / toluene / 12 h / 80 °C

3: 86 percent / 1 N aq. NaOH / 6 h / Ambient temperature

With Lawessons reagent; sodium hydroxide; hydrogen; palladium on activated charcoal; In ethanol; toluene;

DOI:10.1021/jm00163a043

Reference yield:

stavudin (3056-17-5) → 3'-deoxy-4-thiothymidine (122568-03-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 85 percent / pyridine / 24 h / 0 °C

2: 85 percent / H₂ / 10percent Pd/C / ethanol / 2 h / 1292.9 Torr

3: 85 percent / 2,4-bis(4-methoxyphenyl)-1,3-dithia-2,4-diphosphetane 2,4-disulfide / toluene / 12 h / 80 °C

4: 86 percent / 1 N aq. NaOH / 6 h / Ambient temperature

With Lawessons reagent; pyridine; sodium hydroxide; hydrogen; palladium on activated charcoal; In ethanol; toluene;

DOI:10.1021/jm00163a043

upstream raw materials:

5'-O-benzoyl-3'-deoxy-4-thiothymidine

1-(5-O-benzoyl-2,3-dideoxy-β-D-glycero-pentofuranosyl)thymine

5′-benzoyl-2′,3′-didehydro-3′-deoxythymidine

stavudin