Synthesis study of 2′-O-(2-methoxyethyl)-purine derivatives

Nucleosides, Nucleotides and Nucleic Acids

Volumn 26, Issue 10-12, 2007, Pages 1237-1240

  Sivets, Grigorii G ^a  

^a INSTITUTE OF BIOORGANIC CHEMISTRY   (Belarus)

Author keywords

2 O MOE der ivatives; Methanesulfonyloxy 2 methoxyethane; Nucleosides; Purine

Indexed keywords

1 METHANESULFONYLOXY 2 METHOXYETHANE; 2 AMINOADENOSINE; ADENOSINE; ADENOSINE DERIVATIVE; ALKYLATING AGENT; DIMETHYL SULFOXIDE; POTASSIUM DERIVATIVE; POTASSIUM HYDROXIDE; PURINE DERIVATIVE; SODIUM DERIVATIVE; SULFUR DERIVATIVE; UNCLASSIFIED DRUG;

ALKYLATION; ARTICLE; DRUG SYNTHESIS; HEATING; SODIUM DEFICIENCY;

ALKYLATION; ETHANE; PURINE NUCLEOSIDES; RIBONUCLEOSIDES; SULFINIC ACIDS;

EID: 36949014082     PISSN: 15257770     EISSN: 15322335     Source Type: Journal    
DOI: 10.1080/15257770701528180     Document Type: Article

References (7)

1. Hanessian, S.; Machaalani, R. Lewis acid mediated reductive ring opening of 2-methoxyethylidene acetals: A new approach to 2-methoxyethyl (MOE) ethers of cis-diols. Synlett. 2005, 16, 2437-2440.
2. Martin, P. A new access to 2′-O-alkylated ribonucleosides and properties of 2′-O-alkylated oligoribonucleotides. Helv. Chim. Acta. 1995, 78, 486-504.
3. Legorburu, U.; Reese, C.B.; Song, Q. Conversion of uridine into 2′-O-(2-methoxyethyl)-uridine and 2′-O-(2-methoxyethyl)cytidine. Tetrahedron. 1999, 55, 5635-5640.
4. Sivets, G.G.; Vepsalaininen, J.; Mikhailopulo, I.A. Synthesis of 9-[2-O-(2-methoxyethyl)-β-D-ribofuranosyl] purines using 1-methanesulfonyloxy-2-methoxyethane. Lett. Org. Chem. 2005, 2, 343-348.
5. Martin, P. Stereoselective synthesis of 2′-O-(2-methoxyethyl) ribonucleosides. Neighboring group participation of the methoxyethoxy group in the ribosylation step. Helv. Chim. Acta. 1996, 79, 1930-1938.
6. 2-isobutyryl-2′-O-(2-methoxyethyl)-guanosine - a potential precursor for the second generation antisense oligonucleotides: An improved process for the preparation of 2′-O-alkyl-2,6-diaminopurine riboside. Nucleosides Nucleotides Nucl. Acids. 2003, 22, 1327-1330.
7. Vauzeilles, B.; Dausse, B.; Palmier, S.; Beau, J.-M. A one-step β-selective glycosylation of N-acetyl glucosamine and recombinant chitooligosaccharides. Tetrahedron Lett. 2001, 42, 7567-7570.