146578-12-3Relevant articles and documents
Phosphoramidite nucleoside derivative as well as synthesis method, application and kit thereof
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, (2022/04/15)
The invention discloses a phosphoramidite nucleoside derivative as well as a synthesis method, application and a kit thereof, and belongs to the field of oligonucleotides. The synthesis method comprises the following steps: protecting hydroxyl of an initiator, protecting N6-site amino on a basic group, and then removing protection of 3 'and 5' hydroxyl to obtain a first intermediate; protecting 5'and 3 'hydroxyl groups of the first intermediate to obtain a second intermediate; removing a protecting group of 5'hydroxyl of the second intermediate, and protecting the 5 'hydroxyl through methoxy isopropyl to obtain a third intermediate; sequentially removing protecting groups of 3'hydroxyl and N6 amino on the basic group in the third intermediate to obtain a fourth intermediate; and carrying out imidization protection on an N6-site amino group on a basic group of the fourth intermediate, and carrying out phosphoramidation protection on a 3 '-hydroxyl group. The method has the advantages of being convenient to implement, economical and capable of achieving large-scale production.
Enantiodivergent Formation of C-P Bonds: Synthesis of P-Chiral Phosphines and Methylphosphonate Oligonucleotides
Baran, Phil S.,Eastgate, Martin D.,Knouse, Kyle W.,Padial, Natalia M.,Rivas-Bascón, Nazaret,Schmidt, Michael A.,Vantourout, Julien C.,Xu, Dongmin,Zheng, Bin
supporting information, (2020/03/30)
Phosphorus Incorporation (PI, abbreviated Π) reagents for the modular, scalable, and stereospecific synthesis of chiral phosphines and methylphosphonate nucleotides are reported. Synthesized from trans-limonene oxide, this reagent class displays an unexpected reactivity profile and enables access to chemical space distinct from that of the Phosphorus-Sulfur Incorporation reagents previously disclosed. Here, the adaptable phosphorus(V) scaffold enables sequential addition of carbon nucleophiles to produce a variety of enantiopure C-P building blocks. Addition of three carbon nucleophiles to Π, followed by stereospecific reduction, affords useful P-chiral phosphines; introduction instead of a single methyl group reveals the first stereospecific synthesis of methylphosphonate oligonucleotide precursors. While both Π enantiomers are available, only one isomer is required - the order of nucleophile addition controls the absolute stereochemistry of the final product through a unique enantiodivergent design.
CYCLIC DINUCLEOTIDES AS STING AGONISTS
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Page/Page column 191-192, (2019/07/19)
Disclosed are compounds, compositions and methods for treating of diseases, syndromes, or disorders that are affected by the modulation of STING. Such compounds are represented by Formula (I) as follows: wherein B2,X2, R2a, R2b, R2c, Z-M-Y, Y1-M1Z1, B1, X1, R1a, R1b, R1c are as defined herein.
COMPOUNDS COMPOSITIONS AND METHODS INCLUDING THERMALLY LABILE MOIETIES
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Page/Page column 109; 110, (2015/11/24)
The present invention generally relates to compounds that include one or more thermally labile protecting groups, compositions including the compounds, methods of making the compounds and compositions and methods of using the compounds and compositions. I
Design, efficient synthesis, and anti-HIV activity of 4′-C-cyano- and 4′-C-ethynyl-2′-deoxy purine nucleosides
Kohgo, Satoru,Yamada, Kohei,Kitano, Kenji,Iwai, Yuko,Sakata, Shinji,Ashida, Noriyuki,Hayakawa, Hiroyuki,Nameki, Daisuke,Kodama, Eiichi,Matsuoka, Masao,Mitsuya, Hiroaki,Ohrui, Hiroshi
, p. 671 - 690 (2007/10/03)
Some 4′-C-ethynyl-2′-deoxy purine nucleosides showed the most potent anti-HIV activity among the series of 4′-C-substituted 2′-deoxynucleosides whose 4′-C-substituents were methyl, ethyl, ethynyl and so on. Our hypothesis is that the smaller the substitue
Synthesis and separation of diastereoisomers of O-(2,2,2-trifluoroethyl)-3',5'-dinucleoside phosphates
Luo,Atrazheva,Fregeau,Gmeiner,Lown
, p. 1548 - 1555 (2007/10/02)
The synthesis, diastereomeric separation, and characterization are described for a series of novel O-(2,2,2-trifluoroethyl)-3',5'-dinucleoside phosphates, required for incorporation into antisense probes in the magnetic resonance imaging investigation of
Efficient procedure for the synthesis of 3'-O-t-butyldimethylsilyl-2'-deoxynucleosides
Patil, Sucheta V.,Mane, Ramchandra B.,Salunkhe, Manikrao M.
, p. 1 - 2 (2007/10/02)
3'-O-t-Butyldimethylsilyl-2'-deoxynucleosides (3) have been synthesized in high yields by the reaction of 5'-O-DMT-2'-deoxynucleosides (1) with t-butyldimethylsilyl chloride (TBDMS-Cl) in THF using butyllithium followed by detritylation with 80percent aq.
Synthesis and Selective Cleavage of an Oligodeoxynucleotide Containing a Bridged Non-Chiral Internucleotide 3'-Phosphoramidate Linkage
Mag, Matthias,Schmidt, Rainer,Engels, Joachim W.
, p. 7319 - 7323 (2007/10/02)
A self complementary oligodeoxynucleotide dodecamer containing an achiral bridged 3'-phosphoramidate linkage 3'-NH-P-O-5' has been prepared using the solid phase phosphoramidate procedure.Cleavage of the P-N bond can be accomplished selectively by mild acidolysis.
