5-phenylsulfanyl-2'-deoxyuridine

Base Information

• Chemical Name: 5-phenylsulfanyl-2'-deoxyuridine
• CAS No.: 100634-97-7
• Molecular Formula: C₁₅H₁₆N₂O₅S
• Molecular Weight: 336.368
• Mol file: 100634-97-7.mol

Synonyms:5-phenylsulfanyl-2'-deoxyuridine

Chemical Property of 5-phenylsulfanyl-2'-deoxyuridine

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-phenylsulfanyl-2'-deoxyuridine

There total 5 articles about 5-phenylsulfanyl-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: 55.0%

C5-chloromercuri-2'-deoxyuridine (65505-76-2) + diphenyldisulfane (882-33-7) → 5-phenylsulfanyl-2'-deoxyuridine (100634-97-7)

Guidance literature:

With lithium tetrachloropalladate(II); In methanol; Ambient temperature;

DOI:10.1021/ja00183a061

Reference yield: 52.0%

C5-chloromercuri-2'-deoxyuridine (65505-76-2) + diphenyldisulfane (882-33-7) → 2'-deoxyuridine (951-78-0,63844-76-8) + 5-phenylsulfanyl-2'-deoxyuridine (100634-97-7)

Guidance literature:

With lithium tetrachloropalladate(II); In methanol; for 16h; Ambient temperature;

DOI:10.1021/jo00019a025

Reference yield: 47.5%

5-bromo-2'-deoxyuridine (59-14-3,723-73-9) + thiophenol (108-98-5) → 5-phenylsulfanyl-2'-deoxyuridine (100634-97-7)

Guidance literature:

With sodium; In dimethyl sulfoxide; at 65 ℃; for 20h;

DOI:10.1021/ol060659v

upstream raw materials:

C⁵-chloromercuri-2'-deoxyuridine

diphenyldisulfane

5-Iodo-2'-deoxyuridine

5-bromo-2'-deoxyuridine

Downstream raw materials:

1-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-5-phenylsulfanyl-1H-pyrimidine-2,4-dione

Refernces

• 1、 Bergstrom, Don,Beal, Peter,Husain, Adil,Lind, Robert,Jenson, Jeffrey. "Palladium-Mediated Coupling between Organic Disulfides and Nucleic Acid Constituents". . p. 374 - 375. Retrieved 1989.
• 2、 Hirota, Kosaku,Tomishi, Tetsuo,Maki, Yoshifumi,Sajiki, Hironao. "Synthesis of 5-arylthiouridines via electrophilic substitution of 5- bromouridines with diaryl disulfides". . p. 161 - 173. Retrieved 2007/10/03.