251647-50-4Relevant academic research and scientific papers
An improved process for the manufacture of 5′-O-(4,4′-dimethoxytrityl)-N2-isobutyryl-2′-O-(2-methoxyethyl)guanosine
McPherson, Andrew K.,Capaldi, Daniel,Chen, Lijian,Olsen, Philip
, p. 2583 - 2590 (2020)
A revised, optimized process for the manufacture of 5′-O-(4,4′-dimethoxytrityl)-N2-isobutyryl-2′-O-(2- methoxyethyl)guanosine (MOE G PNS) that controls critical impurities to less than 0.2% was developed. The 2′-O-alkylation of 2,6-diaminopurine riboside
Process research on the preparation of DMT protected 2′-O- methoxyethylguanosine for oligonucleotide synthesis in therapeutic applications
Taj, Shabbir Ali S.,Narayanan,Meenakshi, S. Suman,Sanghvi, Yogesh S.,Ross, Bruce S.,Ravikumar, Vasulinga T.
, p. 1024 - 1033 (2008)
An optimized process to synthesize DMT protected 2′-O- methoxyethylguanosine is described. A key step involves the enzymatic deamination of a mixture of alkylated products to selectively afford the desired material without resorting to chromatography for purification. This approach was scaled up to kilogram quantities for use in oligonucleotide therapeutics. Copyright Taylor & Francis Group, LLC.
Process development for the synthesis of 5′-O-(4,4′ -dimethoxytrityl)-N2-isobutyryl-2′-O-(2-methoxyethyl) -guanosine - A potential precursor for the second generation antisense oligonucleotides: An improved process for the preparation of 2′-O-a
Taj, Shabbir Ali S.,Gurumurthy,Suresh,Narayanan,Meenakshi, S. Suman,Sanghvi, Yogesh S.
, p. 1327 - 1330 (2003)
An efficient four step process for the preparation of 5′ -O-(4,4′-dimethoxytrityl)-N2-isobutyryl-2′-O-(2-methoxyethyl) -guanosine 1 was developed. Direct 2′-O-alkylation of 2,6-diaminopurine riboside 2 was accomplished via inexpensive and commercially ava
Copper(II)nitrate catalyzed regioselective protection of primary alcohols with 4,4′-dimethoxytrityl and 2,7-dimethyl-9-phenyl xanthen-9-yl groups in nucleosides and carbohydrates
Penjarla, Srishylam,Prasad, S. Rajendra,Reddy, Dhande Sudhakar,Banerjee, Shyamapada,Penta, Santhosh,Sanghvi, Yogesh S.
, p. 232 - 247 (2018/05/14)
Regioselective protection of primary hydroxyl group in nucleoside and carbohydrate analogs was accomplished using dimethoxytrityl alcohol (DMTr-OH) or dimethylpixyl alcohol (DMPx-OH) in presence of copper(II)nitrate as a Lewis acid catalyst. Excellent selectivity was observed for the protection of primary hydroxyl group over secondary while glycosidic bond remain unaffected. Utility of this methodology was further exemplified via DMTr- and DMPx-protection of alipahtic acyclic and cyclic diols.
Synthesis and cellular activity of stereochemically-pure 2′-O-(2-methoxyethyl)-phosphorothioate oligonucleotides
Li,Lightfoot,Halloy,Malinowska,Berk,Behera,Schümperli,Hall
supporting information, p. 541 - 544 (2017/01/13)
Stereochemically-pure 2′-O-(2-methoxyethyl)-phosphorothioate (PS-MOE) oligonucleotides were synthesized from new chiral oxazaphospholidine-containing nucleosides. Thermal stability studies showed that the incorporation of Rp-PS linkages increased RNA-binding affinity. In cells, a full Rp-PS-MOE splice-switching oligonucleotide targeting part of the ferrochelatase gene was more potent than its Sp-PS counterpart, but of similar potency to the stereorandom PS-parent sequence.
2'-O-MOE-3'-H-phosphorothioate nucleoside monomer and synthetic method thereof
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Paragraph 0057; 0058, (2017/01/23)
The invention discloses 2'-O-MOE-3'-H-phosphorodithioate ribonucleotide and 2'-O-MOE-3'-H-phosphorothioate ribonucleotide and precursor compounds thereof, preparation methods and applications of the 2'-O-MOE-3'-H-phosphorodithioate ribonucleotide and the
