Synthesis of a 2'-amino-alpha-1-LNA-T phosphoramidite.
A convergent route to 2'-amino-alpha-L-LNA-T phosphoramidite building block 16 has been developed. Key steps include 1) introduction of a C2-azido group prior to nucleobase-coupling, 2) tandem Staudinger and intramolecular nucleophilic substitution reaction, and 3) separation of alpha-L- and beta-L-configured intermediates.
Hrdlicka
Patrick J
PJ
Nucleic Acid Center, Department of Chemistry, University of Southern Denmark, Odense M, Denmark.
Kumar
T Santhosh
TS
Wengel
Jesper
J
D055592:Biophysical Phenomena; D001703:Biophysics; D019086:Bridged Bicyclo Compounds, Heterocyclic / Q000138:chemical synthesis* / Q000737:chemistry; D008956:Models, Chemical; D008967:Molecular Biology / Q000379:methods*; D009690:Nucleic Acid Conformation; D009693:Nucleic Acid Hybridization; D009841:Oligonucleotides / Q000737:chemistry; D009843:Oligoribonucleotides / Q000737:chemistry; D009943:Organophosphorus Compounds / Q000737:chemistry*; D013237:Stereoisomerism
D019086:Bridged Bicyclo Compounds, Heterocyclic; D009841:Oligonucleotides; D009843:Oligoribonucleotides; D009943:Organophosphorus Compounds; C434331:phosphoramidite