Thymidine, 4-thio-

Base Information

• Chemical Name: Thymidine, 4-thio-
• CAS No.: 7236-57-9
• Molecular Formula: C10H14N2O4S
• Molecular Weight: 258.298
• NSC Number: 517760,127514
• DSSTox Substance ID: DTXSID30874110
• Mol file: 7236-57-9.mol

Synonyms:4-Thiothymidine;NSC 127514;NSC 517760;

Chemical Property of Thymidine, 4-thio-

Chemical Property:

• Refractive Index: 1.672
• PSA: 119.57000
• Density: 1.52g/cm³
• LogP: -0.14500
• XLogP3: -0.6
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 258.06742811
• Heavy Atom Count: 17
• Complexity: 385

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Thiothymidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CN(C(=O)NC1=S)C2CC(C(O2)CO)O

Technology Process of Thymidine, 4-thio-

There total 13 articles about Thymidine, 4-thio- 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: 97.0%

4-(p-nitrophenoxy)-1-(β-D-2-deoxyribofuranosyl)pyrimidin-2(1H)-one (189005-86-5) → 4-thiothymidine (7236-57-9)

Guidance literature:

With hydrogen sulfide; In methanol; triethylamine; for 1h; Ambient temperature;

DOI:10.1080/07328319708002521

Reference yield: 30.0%

3',5'-di-O-benzoylthymidine (35898-30-7) → 4-thiothymidine (7236-57-9)

Guidance literature:

With pyridine; tetraphosphorus decasulfide; water; for 1.5h; Heating;

DOI:10.1021/jm00163a043

Reference yield:

3',5'-di-O-acetyl-4-thiothymidine (20188-74-3) → 4-thiothymidine (7236-57-9)

Guidance literature:

With ammonia; In methanol;

DOI:10.1016/j.carres.2013.11.018

upstream raw materials:

O^3'_,O5'-dibenzoyl-4-thio-thymidine

1-[(2R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-5-methyl-4-thioxo-3,4-dihydro-1H-pyrimidin-2-one

3',5'-di-O-benzoylthymidine

4-(p-nitrophenoxy)-1-(β-D-2-deoxyribofuranosyl)pyrimidin-2(1H)-one

Downstream raw materials:

di-thymidin-4-yl disulfide

1-(2-deoxy-β-D-erythro-pentofuranosyl)-4-hydrazino-5-methylpyrimidin-2(1H)-one

5-methyl-2'-deoxy-N⁴-hydroxycytidine

4-S-pivaloyloxymethyl-4-thiothymidine

Refernces

• 1、 Zhang, Juling,Gu, Huaimin,Zhang, Xiaohui. "Exploring the binding of 4-thiothymidine with human serum albumin by spectroscopy, atomic force microscopy, and molecular modeling methods". . p. 102 - 111. Retrieved 2014/01/17.
• 2、 Zhang, Xiaohui,Xu, Yao-Zhong. "NMR and UV studies of 4-thio-2′-deoxyuridine and its derivatives". . p. 5655 - 5664. Retrieved 2011/09/20.