CAS 24165-03-5, Cat. No EN300-19940
Reagent for protection
Triphenylmethanesulfenyl chloride (TrSCl) is a reagent used for introducing oxidatively cleavable protection on the amino group1. TrSCl can also be used for the protection of the 5′‐hydroxy group in deoxynucleosides. It forms sulfenamide and sulfenate linkages that serve as the basis for TAB and MOB protecting groups. These groups enable acid-free DNA synthesis, as they can be removed under mild oxidative conditions (e.g., aqueous iodine). The reagent's stability and selective reactivity make it valuable for nucleoside and oligonucleotide modification workflows.
Synonyms: [(chlorosulfanyl)diphenylmethyl]benzene; trityl thiohypochlorite; tritylsulfenyl chloride; tri(phenyl)methyl thiohypochlorite; triphenyl methanesulfenyl chloride; TrSCl
Selected publication
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New Protected Protecting Groups for the 5′‐Hydroxy Group of Deoxynucleosides by Use of 2‐(Hydroxymethyl)‐ and 2‐[(Methylamino)Methyl]Benzoyl Skeletons and Oxidatively Cleavable Tritylthio and (4‐Methoxytrityl)Thio Groups.
Seio, K.; Utagawa, E.; Sekine, M. Helv Chim Acta 2004, 87 (9), 2318–2333. DOI: 10.1002/hlca.200490207