title: Cysteine-S-trityl a key derivative to prepare N-methyl cysteines.
abstract: S-Trt Cys are used as precursors for the synthesis of protected NMe-Cys. N-Methylation of Alloc-Cys(Trt)-OH and Boc-Cys(Trt)-OH gives the corresponding N-methylated derivatives in good yields and purities, which can be further derivatized in solution to obtain a myriad of S-protected derivatives. To further broaden the scope of this methodology, the N (alpha)-amino protecting group of the NMe- S-protected Cys can be replaced easily either on the solid phase (from the Alloc precursor) or in solution (from the Boc precursor). Thus, this convenient route allows us to obtain many different protected NMe-Cys, which were of limited accessibility until now.
authors.affiliation: Institute for Research in Biomedicine, Barcelona Science Park, 08028 Barcelona, Spain. nuriabayo@gmail.com
authors.forename: Eleonora
authors.initials: E
authors.lastname: Marcucci
authors.forename: Núria
authors.initials: N
authors.lastname: Bayó-Puxan
authors.forename: Judit
authors.initials: J
authors.lastname: Tulla-Puche
authors.forename: Jan
authors.initials: J
authors.lastname: Spengler
authors.forename: Fernando
authors.initials: F
authors.lastname: Albericio
mesh_terms: D020650:Combinatorial Chemistry Techniques; D003545:Cysteine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry; D008745:Methylation; D008968:Molecular Conformation; D012996:Solutions
chemical_list: D012996:Solutions; C003724:3-tritylthio-L-alanine; D003545:Cysteine; C017507:mecysteine