21740-34-1

Basic information

• Product Name: 5-(1-Thiapentyl)-2'-deoxyuridine
• Synonyms: 5-(1-Thiapentyl)-2'-deoxyuridine
• CAS NO: 21740-34-1
• Molecular Weight: 316.378
• Mol File: 21740-34-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 5-(1-Thiapentyl)-2'-deoxyuridine(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(1-Thiapentyl)-2'-deoxyuridine(21740-34-1)
• EPA Substance Registry System: 5-(1-Thiapentyl)-2'-deoxyuridine(21740-34-1)

Safety Data

• Hazardous Substances Data: 21740-34-1(Hazardous Substances Data)

Upstream product

• 629-45-8 dibutyl disulfide 
• 65505-76-2 C⁵-chloromercuri-2'-deoxyuridine 

Relevant articles and documents

Palladium-Mediated Synthesis of C-5 Pyrimidine Nucleoside Thioethers from Disulfides and Mercurinucleosides

Thioether-linked side chains can be created at C-5 of pyrimidine nucleosides via a palladium-mediated reaction of mercurated nucleosides with organic disulfides. 5-(Chloromercuri)-2'-deoxyuridine reacts with butyl disulfide, phenyl disulfide, dimethyl 3,3'-dithiopropionate, and N,N'-bis(trifluoroacetyl)cystamine to yield respectively 5-(1-thiapentyl)-2'-deoxyuridine, 5-(phenylthio)-2'-deoxyuridine, 5--2'-deoxyuridine, and 5--2'-deoxyuridine in yields ranging from 46 to 73percent.Other mercurated nucleosides, including 5-(chloromercuri)-2'-deoxycytidine, 5-(chloromercuri)cytidine, and 5-(chloromercuri)tubercidin react with N,N'-bis(trifluoroacetyl)cystamine and lithium-palladium chloride in methanol to yield the corresponding coupled products, but the yields are much lower (5-10percent).The nucleoside coupling reaction is complicated by competing side reactions between disulfides and Pd2+, which remain to be elucidated