Tag: M.W=550-600

Sakatsume, Osamu published the artcileSolid phase synthesis of oligoribonucleotides by the phosphoramidite approach using 2′-O-1-(2-chloroethoxy)ethyl protection, Synthetic Route of 87865-78-9, the publication is Tetrahedron (1991), 47(41), 8717-28, database is CAplus.

The new protecting group, 1-(2-chloroethoxy)ethyl (Cee), has been employed for the protection of the 2′-OH groups of ribonucleoside residues in the synthesis of oligoribonucleotides by the phosphoramidite approach on a solid support, using the acid-labile 5′-O-dimethoxytrityl (DMTr) group. The Cee group is completely stable under the acidic conditions required to remove the 5′-terminal protecting groups in oligonucleotide synthesis on a solid support, and yet is easily removable under mild condition of acidic hydrolysis (pH 2.0) for the final unblocking step. The Cee-protected ribonucleoside 3′-phosphoramidite units were evaluated in the synthesis of homopolymers of cytidine, the box 9R and 9R’ sequences of Tetrahymena rRNA, and a leader sequence of phage Qβ-A protein mRNA. Procedures for the deprotection and purification of the synthetic oligoribonucleotides are also described.

Tetrahedron published new progress about 87865-78-9. 87865-78-9 belongs to tetrahydrofurans, auxiliary class Nucleosides and Nucleotides,Nucleoside Analogues, name is N-(9-((6aR,8R,9R,9aS)-9-Hydroxy-2,2,4,4-tetraisopropyltetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-8-yl)-6-oxo-6,9-dihydro-1H-purin-2-yl)isobutyramide, and the molecular formula is C26H45N5O7Si2, Synthetic Route of 87865-78-9.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydrofuran,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Dellinger, Douglas J. published the artcileStreamlined Process for the Chemical Synthesis of RNA Using 2′-O-Thionocarbamate-Protected Nucleoside Phosphoramidites in the Solid Phase, Product Details of C26H45N5O7Si2, the publication is Journal of the American Chemical Society (2011), 133(30), 11540-11556, database is CAplus and MEDLINE.

An improved method for the chem. synthesis of RNA was developed utilizing a streamlined method for the preparation of phosphoramidite monomers and a single-step deprotection of the resulting oligoribonucleotide product using 1,2-diamines under anhydrous conditions. The process is compatible with most standard hetero-base protection and employs a 2′-O-(1,1-dioxo-1λ⁶-thio-morpholine-4-carbo-thioate) as a unique 2′-hydroxyl protective group. Using this approach, it was demonstrated that the chem. synthesis of RNA can be as simple and robust as the chem. synthesis of DNA.

Journal of the American Chemical Society published new progress about 87865-78-9. 87865-78-9 belongs to tetrahydrofurans, auxiliary class Nucleosides and Nucleotides,Nucleoside Analogues, name is N-(9-((6aR,8R,9R,9aS)-9-Hydroxy-2,2,4,4-tetraisopropyltetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-8-yl)-6-oxo-6,9-dihydro-1H-purin-2-yl)isobutyramide, and the molecular formula is C26H45N5O7Si2, Product Details of C26H45N5O7Si2.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydrofuran,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Efimtseva, Ekaterina V. published the artcileSynthesis and Conformational Properties of O-β-D-Ribofuranosyl-(1”-2′)-guanosine and (Adenosine)-5”-phosphate, Recommanded Product: N-(9-((6aR,8R,9R,9aS)-9-Hydroxy-2,2,4,4-tetraisopropyltetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-8-yl)-6-oxo-6,9-dihydro-1H-purin-2-yl)isobutyramide, the publication is Nucleosides, Nucleotides & Nucleic Acids (2003), 22(5-8), 1109-1111, database is CAplus and MEDLINE.

The efficient synthesis of Grp and Arp, minor tRNA components, has been developed. According to NMR studies and mol. modeling these mols. are rather flexible and show free rotation around the O- and N-glycosidic bonds.

Nucleosides, Nucleotides & Nucleic Acids published new progress about 87865-78-9. 87865-78-9 belongs to tetrahydrofurans, auxiliary class Nucleosides and Nucleotides,Nucleoside Analogues, name is N-(9-((6aR,8R,9R,9aS)-9-Hydroxy-2,2,4,4-tetraisopropyltetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-8-yl)-6-oxo-6,9-dihydro-1H-purin-2-yl)isobutyramide, and the molecular formula is C26H45N5O7Si2, Recommanded Product: N-(9-((6aR,8R,9R,9aS)-9-Hydroxy-2,2,4,4-tetraisopropyltetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-8-yl)-6-oxo-6,9-dihydro-1H-purin-2-yl)isobutyramide.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydrofuran,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Efimtseva, Ekaterina V. published the artcileSynthesis and properties of O-β-D-ribofuranosyl-(1”→2′)-guanosine-5”-O-phosphate and its derivatives, Related Products of tetrahydrofurans, the publication is Helvetica Chimica Acta (2003), 86(2), 504-514, database is CAplus.

The efficient synthesis of O-β-D-ribofuranosyl-(1” → 2′)-guanosine-5”-O-phosphate and O-β-D-ribofuranosyl-(1”→2′)-adenosine-5”-O-phosphate, minor tRNA components, have been developed, and their conformational properties were examined by NMR spectroscopy.

Helvetica Chimica Acta published new progress about 87865-78-9. 87865-78-9 belongs to tetrahydrofurans, auxiliary class Nucleosides and Nucleotides,Nucleoside Analogues, name is N-(9-((6aR,8R,9R,9aS)-9-Hydroxy-2,2,4,4-tetraisopropyltetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-8-yl)-6-oxo-6,9-dihydro-1H-purin-2-yl)isobutyramide, and the molecular formula is C26H45N5O7Si2, Related Products of tetrahydrofurans.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydrofuran,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Wojtczak, Blaej published the artcileGeneral method for the synthesis of 2′-O-carboranyl-nucleosides, COA of Formula: C26H45N5O7Si2, the publication is Tetrahedron Letters (2005), 46(23), 3969-3972, database is CAplus.

The carboranyl cage is a new modifying entity for nucleosides, DNA oligonucleotides, and other biomols. Herein, the first reliable method for the synthesis of nucleosides modified with a carborane cluster at the 2′-position is described.

Tetrahedron Letters published new progress about 87865-78-9. 87865-78-9 belongs to tetrahydrofurans, auxiliary class Nucleosides and Nucleotides,Nucleoside Analogues, name is N-(9-((6aR,8R,9R,9aS)-9-Hydroxy-2,2,4,4-tetraisopropyltetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-8-yl)-6-oxo-6,9-dihydro-1H-purin-2-yl)isobutyramide, and the molecular formula is C5H5BrN2, COA of Formula: C26H45N5O7Si2.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydrofuran,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Lackey, Jeremy G. published the artcileToward the discovery of new antifungal agents: the design and validation of a novel 2’P-RNA probe and high throughput screening assay against 2′-phosphotransferase Tpt1p, Category: tetrahydrofurans, the publication is Nucleic Acids Symposium Series (2008), 52(1), 475-476, database is CAplus and MEDLINE.

We report the solid-phase synthesis of novel 2’P-RNA probes for use in fluorescence polarization (FP) ligand binding assays that screens for inhibitors of the yeast 2′-phosphotransferase Tpt1p. The probe was synthesized by utilizing silyl phosphoramidite chem. and a phosphoramidite synthon containing an orthogonal (DMT) protecting group at its 2′-position. Regioselective removal of the 2′-DMT group and phosphitylation of the unmasked 2′-hydroxyl group afforded the desired 2’P-RNA sequence.

Nucleic Acids Symposium Series published new progress about 87865-78-9. 87865-78-9 belongs to tetrahydrofurans, auxiliary class Nucleosides and Nucleotides,Nucleoside Analogues, name is N-(9-((6aR,8R,9R,9aS)-9-Hydroxy-2,2,4,4-tetraisopropyltetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-8-yl)-6-oxo-6,9-dihydro-1H-purin-2-yl)isobutyramide, and the molecular formula is C26H45N5O7Si2, Category: tetrahydrofurans.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydrofuran,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Dunkel, Martin published the artcileReplacement of the phosphodiester bond between U4 and G5 in the U-turn of a chemically modified hammerhead ribozyme by an amide bond, SDS of cas: 87865-78-9, the publication is Nucleosides, Nucleotides & Nucleic Acids (2000), 19(4), 749-756, database is CAplus and MEDLINE.

The phosphodiester bond between U4 and G5 in the U-turn of a chem. modified hammerhead ribozyme was substituted by an amide backbone without compromising the ribozyme’s cleavage activity. Furthermore, the modified ribozyme proved to be completely stable against endonucleolytic digestion at this position.

Nucleosides, Nucleotides & Nucleic Acids published new progress about 87865-78-9. 87865-78-9 belongs to tetrahydrofurans, auxiliary class Nucleosides and Nucleotides,Nucleoside Analogues, name is N-(9-((6aR,8R,9R,9aS)-9-Hydroxy-2,2,4,4-tetraisopropyltetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-8-yl)-6-oxo-6,9-dihydro-1H-purin-2-yl)isobutyramide, and the molecular formula is C26H45N5O7Si2, SDS of cas: 87865-78-9.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydrofuran,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Zavgorodnii, S. published the artcile1-Alkylthioalkylation of nucleoside hydroxyl functions and its synthetic applications: a new versatile method in nucleoside chemistry, Synthetic Route of 87865-78-9, the publication is Tetrahedron Letters (1991), 32(51), 7593-6, database is CAplus.

Treatment of appropriately protected nucleosides I (B = Thy, BzCyt, BzAde, IbGua; R = H) with a mixture of acetic acid, acetic anhydride and dialkyl sulfoxide was shown to give O-(1-alkylthioalkylated) nucleosides I (R = CH₂SMe) that were oxidized to the corresponding sulfoxides and sulfones I [R = CH₂S(O)_nMe, n = 1, 2], or converted via O-halomethyl derivatives I (R = CH₂Br, CH₂Cl) to various O-substituted nucleosides, e.g., II, [B¹ = Thy, Cyt, Ade, Gua; R¹ = CH₂F, CH₂N₃, CH₂CN, CH₂OMe, CH₂P(O)(OH)₂].

Tetrahedron Letters published new progress about 87865-78-9. 87865-78-9 belongs to tetrahydrofurans, auxiliary class Nucleosides and Nucleotides,Nucleoside Analogues, name is N-(9-((6aR,8R,9R,9aS)-9-Hydroxy-2,2,4,4-tetraisopropyltetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-8-yl)-6-oxo-6,9-dihydro-1H-purin-2-yl)isobutyramide, and the molecular formula is C12H9NO, Synthetic Route of 87865-78-9.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydrofuran,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Ohtsuka, Eiko published the artcileStudies on transfer ribonucleic acids and related compounds. XLIV. A large-scale synthesis of the anticodon heptanucleotide of formyl-methionine transfer ribonucleic acid by using 2′-O-tetrahydrofuranylnucleosides, Recommanded Product: N-(9-((6aR,8R,9R,9aS)-9-Hydroxy-2,2,4,4-tetraisopropyltetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-8-yl)-6-oxo-6,9-dihydro-1H-purin-2-yl)isobutyramide, the publication is Chemical & Pharmaceutical Bulletin (1983), 31(6), 1910-16, database is CAplus and MEDLINE.

2′-O-Tetrahydrofuranyl nucleosides were prepared by an improved procedure via 3′,5′-tetraisopropyldisiloxanyl nucleosides. A large-scale synthesis of the anticodon heptanucleotide C-U-C-A-U-A-A of Escherichia coli formylmethionine tRNA was performed by the phosphotriester method involving condensation of oligonucleotides having 2′-O-tetrahydrofuranyl protecting groups.

Chemical & Pharmaceutical Bulletin published new progress about 87865-78-9. 87865-78-9 belongs to tetrahydrofurans, auxiliary class Nucleosides and Nucleotides,Nucleoside Analogues, name is N-(9-((6aR,8R,9R,9aS)-9-Hydroxy-2,2,4,4-tetraisopropyltetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-8-yl)-6-oxo-6,9-dihydro-1H-purin-2-yl)isobutyramide, and the molecular formula is C26H45N5O7Si2, Recommanded Product: N-(9-((6aR,8R,9R,9aS)-9-Hydroxy-2,2,4,4-tetraisopropyltetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-8-yl)-6-oxo-6,9-dihydro-1H-purin-2-yl)isobutyramide.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydrofuran,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Hayashi, Junsuke published the artcileSyntheses of prodrug-type 2′-O-methyldithiomethyl oligonucleotides modified at natural four nucleoside residues and their conversions into natural 2′-hydroxy oligonucleotides under reducing condition, Name: N-(9-((6aR,8R,9R,9aS)-9-Hydroxy-2,2,4,4-tetraisopropyltetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-8-yl)-6-oxo-6,9-dihydro-1H-purin-2-yl)isobutyramide, the publication is Bioorganic & Medicinal Chemistry (2018), 26(22), 5838-5844, database is CAplus and MEDLINE.

We previously reported that reducing-environment-responsive prodrug-type small interfering RNA (siRNA) bearing 2′-O-methyldithiomethyl (2′-O-MDTM) uridine exhibits efficient knockdown activity and nuclease resistance. In this report, we describe the preparation of 2′-O-MDTM oligonucleotides modified not only at uridine but also at adenosine, guanosine and cytidine residues by post-synthetic modification. Precursor oligonucleotides bearing 2′-O-(2,4,6-trimethoxybenzylthiomethyl) (2′-O-TMBTM) adenosine, guanosine, and cytidine were reacted with dimethyl(methylthio)sulfonium tetrafluoroborate to form 2′-O-MDTM oligonucleotides in the same manner as the oligonucleotide bearing 2′-O-TMBTM uridine. Furthermore, the oligonucleotides bearing 2′-O-MDTM adenosine, guanosine, and cytidine were efficiently converted into corresponding natural 2′-hydroxy oligonucleotides under the cytosol-mimetic reducing condition.

Bioorganic & Medicinal Chemistry published new progress about 87865-78-9. 87865-78-9 belongs to tetrahydrofurans, auxiliary class Nucleosides and Nucleotides,Nucleoside Analogues, name is N-(9-((6aR,8R,9R,9aS)-9-Hydroxy-2,2,4,4-tetraisopropyltetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-8-yl)-6-oxo-6,9-dihydro-1H-purin-2-yl)isobutyramide, and the molecular formula is C26H45N5O7Si2, Name: N-(9-((6aR,8R,9R,9aS)-9-Hydroxy-2,2,4,4-tetraisopropyltetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-8-yl)-6-oxo-6,9-dihydro-1H-purin-2-yl)isobutyramide.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydrofuran,
Tetrahydrofuran | (CH2)3CH2O – PubChem