Puromycin. Synthetic Studies. XI. D-Ribofuranosyl Derivatives of 6-Dimethylaminopurine

Kissman, Henry M.; Pidacks, C.; Baker, B. R.

doi:10.1021/ja01606a005

Cited by 75 publications

(34 citation statements)

References 5 publications

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“…followed by deacetylation with ammonia-saturated methanol. The tri-0-benzoylribofuranose species I d was similarly obtained from 1-0-acetyl-2,3,5-tri-0-benzoyl-P-D-ribofuranose (17), and 16 was accessible from the reaction of 1-bromo-2,3,5-tri-0-acetylribofuranose (18) with the trimethylsilyl derivative of la, without catalysis by the tin(1V) species.…”

Section: (A) Syntheses and Conversionsmentioning

confidence: 99%

Syntheses, structural and conformational assignments, and conversions of pyridine and triazolopyridine nucleosides

Lynch¹,

Sharma²

1976

Can. J. Chem.

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BRIAN MAURICE LYNCH and SURFSH CHANDRA SHARMA. Can. J. Chem. 54, 1029Chem. 54, (1976. Regioselective and stereoselective routes to 2-and/or 4-substituted vic-triazolo(4,5-b)pyrid-5-ones have been established, and series of 4-and 2-p-D-ribofuranosyl derivatives have been prepared as candidate substrates for, and potential inhibitors of, the enzymes of polynucleotide synthesis. Structural assignments were made by comparison of spectroscopic properties (prnr, uv) [Traduit par le journal]

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Section: (A) Syntheses and Conversionsmentioning

confidence: 99%

Syntheses, structural and conformational assignments, and conversions of pyridine and triazolopyridine nucleosides

Lynch¹,

Sharma²

1976

Can. J. Chem.

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“…The introduction of 2,3,5-tri-O-benzoyl-n-ribofuranosyl chloride, (6) an apparently more stable activated sugar, furnished higher yields of blocked nucleosides.…”

Section: Synthesis Using Heavy Metal Salls Of Purinesmentioning

confidence: 99%

Synthesis and Properties of Purine Nucleosides and Nucleotides

Srivastava

Robins²,

Meyer

1988

Chemistry of Nucleosides and Nucleotides

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“…Mercuric salts of thymine or theophylline in inert solvents are generally employed for nucleoside synthesis. [2][3][4][5] The condensation of the salts chloride (1)6) in xylene did not give any of the expected nucleoside; instead, a colorless sirup with no chlorine and nitrogen was obtained. It showed a positive resorcin test (Seliwanoff test),7) a strong band due to an enol acetate, a weak band due to a double bond in the infrared, and an ultraviolet the structure of the product was 2-deoxy-1, 3, 4, 5-tetra-O-acetyl -L-sorbopyranos-2, 3-ene (II) or -1, 2-ene.…”

Section: ) Sorboses Part VIIImentioning

confidence: 99%

Syntheses of l-Sorbosylthymines and Related Compounds

Tokuyama¹,

Katsuhara²

1966

Bulletin of the Chemical Society of Japan

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1, 3, 4, 5-Tetra-O-acetylsorbopyranosylureas were prepared from sorbopyranosyl chloride via 1, 3, 4, 5-tetra-O-acetylsorbopyranosylisocyanates. 1-Ureido- and 6-ureidosorbofuranoses were obtained from the corresponding aminosorboses. The transformations of the ureas thus obtained into N-(sorbose)thymines were achieved, although with difficulty, by the direct condensation of halogeno- or tosylsorboses with metal salts of thymine.

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Puromycin. Synthetic Studies. XI. D-Ribofuranosyl Derivatives of 6-Dimethylaminopurine

Cited by 75 publications

References 5 publications

Syntheses, structural and conformational assignments, and conversions of pyridine and triazolopyridine nucleosides

Syntheses, structural and conformational assignments, and conversions of pyridine and triazolopyridine nucleosides

Synthesis and Properties of Purine Nucleosides and Nucleotides

Syntheses of l-Sorbosylthymines and Related Compounds

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