Synthesis of 1-[(2-Methoxyethoxy)Methyl]-N<sup>3</sup>-(Alkyl)-6-(Phenylthio)Thymine. Potential Anti-Hiv Agents

Negron, G.; Molina, A.; Islas, Gabriela Cruz; Cruz-Almanza, Raymundo

doi:10.1080/00397919908085786

Cited by 4 publications

(2 citation statements)

References 12 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“… 44 However, again, no formation of the product was observed via either ESI-MS or 1 H NMR. An attempt was also made to use TMS-protected pyrimidin-2(1 H )-one 1n because this is a standard protocol when performing selective N -alkylation using esters 29 , 45 and has been used for alkyl chlorides; 46 however, only the deprotected pyrimidin-2(1 H )-one 1n was isolated.…”

Section: Resultsmentioning

confidence: 99%

Chemoselective O-Alkylation of 4-(Trifluoromethyl)pyrimidin-2(1H)-ones Using 4-(Iodomethyl)pyrimidines

et al. 2022

View full text Add to dashboard Cite

This study reports two strategies for preparing O -alkyl derivatives of 6-substituted-4-(trifluoromethyl)pyrimidin-(1 H )-ones: a linear protocol of alkylation, using a CCC -building block followed by [3 + 3]-type cyclocondensation with 2-methylisothiourea sulfate and a convergent protocol based on direct alkylation, using 4-(iodomethyl)-2-(methylthio)-6-(trihalomethyl)pyrimidines. It was found that the cyclocondensation strategy is not feasible; thus, the direct chemoselective O -alkylation was performed, and 18 derivatives of the targeted pyrimidines were obtained in 70–98% yields. The structure of the products was unambiguously determined via single crystal X-ray analyses and two-dimensional nuclear magnetic resonance experiments.

show abstract

Section: Resultsmentioning

confidence: 99%

Chemoselective O-Alkylation of 4-(Trifluoromethyl)pyrimidin-2(1H)-ones Using 4-(Iodomethyl)pyrimidines

et al. 2022

View full text Add to dashboard Cite

show abstract

“…In the last 20 years, interest in 6-arylsulfanylpyrimidine derivatives has increased noticeably in connection with the search for effective bioregulators, especially after the discovery of preparations of the HEPT type -6-arylsulfanylthymine based acylnucleosides with high anti-HIV activity [1][2][3][4]. In addition, many derivatives of 6-mercaptopyrimidine have a wide spectrum of biological activity.…”

mentioning

confidence: 99%

A new route for the synthesis of 4,5-diamino-6-arylsulfanylpyrimidine derivatives and also purines on their basis

Popil’nichenko

Solomyannyj

Броварец

2011

Chem Heterocycl Comp

View full text Add to dashboard Cite

ChemInform Abstract: Synthesis of 1‐[(2‐Methoxyethoxy)methyl]‐N³‐(alkyl)‐6‐(phenylthio)thymine. Potential Anti‐HIV Agents.

et al. 1999

View full text Add to dashboard Cite

show abstract

Synthesis of 1-[(2-Methoxyethoxy)Methyl]-N³-(Alkyl)-6-(Phenylthio)Thymine. Potential Anti-Hiv Agents

Cited by 4 publications

References 12 publications

Chemoselective O-Alkylation of 4-(Trifluoromethyl)pyrimidin-2(1H)-ones Using 4-(Iodomethyl)pyrimidines

Chemoselective O-Alkylation of 4-(Trifluoromethyl)pyrimidin-2(1H)-ones Using 4-(Iodomethyl)pyrimidines

A new route for the synthesis of 4,5-diamino-6-arylsulfanylpyrimidine derivatives and also purines on their basis

ChemInform Abstract: Synthesis of 1‐[(2‐Methoxyethoxy)methyl]‐N³‐(alkyl)‐6‐(phenylthio)thymine. Potential Anti‐HIV Agents.

Contact Info

Product

Resources

About

Synthesis of 1-[(2-Methoxyethoxy)Methyl]-N3-(Alkyl)-6-(Phenylthio)Thymine. Potential Anti-Hiv Agents

Cited by 4 publications

References 12 publications

Chemoselective O-Alkylation of 4-(Trifluoromethyl)pyrimidin-2(1H)-ones Using 4-(Iodomethyl)pyrimidines

Chemoselective O-Alkylation of 4-(Trifluoromethyl)pyrimidin-2(1H)-ones Using 4-(Iodomethyl)pyrimidines

A new route for the synthesis of 4,5-diamino-6-arylsulfanylpyrimidine derivatives and also purines on their basis

ChemInform Abstract: Synthesis of 1‐[(2‐Methoxyethoxy)methyl]‐N3‐(alkyl)‐6‐(phenylthio)thymine. Potential Anti‐HIV Agents.

Contact Info

Product

Resources

About

Synthesis of 1-[(2-Methoxyethoxy)Methyl]-N³-(Alkyl)-6-(Phenylthio)Thymine. Potential Anti-Hiv Agents

ChemInform Abstract: Synthesis of 1‐[(2‐Methoxyethoxy)methyl]‐N³‐(alkyl)‐6‐(phenylthio)thymine. Potential Anti‐HIV Agents.