25152-95-8Relevant articles and documents
THERMALLY-CLEAVABLE PROTECTING AND LINKER GROUPS
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Page/Page column 8; 49; 50; 85, (2018/11/10)
The present invention relates to chemical linkers and protecting groups, compounds and compositions containing the chemical linkers or protecting groups, and intermediates and processes that can be used to prepare them. The chemical linkers and protecting groups are based on pyrrolidine and piperidine activating groups, which undergo intramolecular cyclisation upon heating with release of carbon dioxide, thereby releasing the organic compound from a substrate. In particular, those chemical linkers and protecting groups are useful in the solid phase synthesis of oligonucleotides according to the following representative schemes.
Synthesis of 2'-deoxynucleoside 5'-methylenebis-(phosphonate)s using 2- (4-nitrophenyl)ethyl mthylene-bis(phosphonate) as the phosphonylating agent
Lesiak, Krystyna,Watanabe, Kyoichi A.,Pankiewicz, Krzysztof W.
, p. 1857 - 1860 (2007/10/03)
2-(4-Nitrophenylethyl) methylenebis(phosphonate) (1) has been prepared by reaction of 2-(4-nitrophenyl)ethyl alcohol with methylenebis(phosphonyl) tetrachloride. Compound 1 was treated with diisopropylcarbodiimide (DIC) to give bicyclic intermediate 2, wh
Synthesis and Designation of the Diastereomeric Forms of Fully Protected 2'-Deoxyadenylyl-(3'-5')-2'-deoxyadenosine
Michels, Winfried,Schlimme, Eckhard
, p. 1398 - 1402 (2007/10/02)
The synthesis of the fully protected 2'-deoxyadenylyl-(3'-5')-2'-deoxyadenosine 3a is reported.Due to the chiral phosphotriester group 3a exists in two diasteromeric forms (3aA and 3aB) which could be distinguished by TLC and HPLC as well as 1H and 31P NMR spectroscopy.The absolute configuration as RP (3aA) and SP (3aB) is proposed on the basis of NMR data and chromatographic properties in combination with space filling models.