Synthesis of pseudonucleosides containing chiral sulfahydantoins as aglycone (II)

Dewynter, Georges; Aouf, Nour‐Eddine; Régaı̈nia, Zine; Montéro, Jean-Louis

doi:10.1016/0040-4020(95)00932-9

Cited by 36 publications

(27 citation statements)

References 22 publications

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“…Our earlier studies involved the synthesis of heterocyclic compounds containing sulfonyl groups [9, 10, 15, 16]. Chlorosulfonyl isocyanate (CSI) and sulfuryl chloride (SO 2 Cl 2 ) have been shown to be versatile reagents in the synthesis of heterocyclic chemistry.…”

Section: Resultsmentioning

confidence: 99%

Synthesis of New Fused Benzothiadiazepines and Macrocyclic Sulfamides Starting from N,N-Disubstituted Sulfamides and N(Boc)-Sulfamides

Dehamchia

Régaı̈nia

2012

ISRN Organic Chemistry

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Herein, we describe an efficient one-step synthesis of new fused benzothiadiazepine-1,1-dioxides and macrocyclic sulfamides. The synthesis of these compounds was achieved in moderate yields starting from previously described N,N′-disubstituted symmetric sulfamides and N-tert-butoxycarbonyl, N′-alkyl sulfamide. The chemical structures of all the new compounds reported in this work were confirmed by NMR, IR, and mass spectrometry. These compounds are beneficial building blocks that can be used in deriving new chemical entities that exert a wide spectrum of pharmacological activities.

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Section: Resultsmentioning

confidence: 99%

Synthesis of New Fused Benzothiadiazepines and Macrocyclic Sulfamides Starting from N,N-Disubstituted Sulfamides and N(Boc)-Sulfamides

Dehamchia

Régaı̈nia

2012

ISRN Organic Chemistry

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“…The suspension was filtered, the solution was dried over anhydrous Na2SO4, filtered and concentrated under vacuum, (7)(8)(9)(10)(11) The synthesis of the compounds, starting from CSI tertbutyl alcohol and methyl esters of amino acids (Gylcine, Lalanine, L-leucine, and L-phenyalanine) has been previously reported [22,23].…”

Section: Synthesis Of N'-benzylsulfamide (6a)mentioning

confidence: 99%

Efficient deprotection of Boc group in amines and sulfamides using Dawson heteropolyacid catalyst

et al. 2012

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“…The residue was dissolved in 50 mL of a freshly prepared 0.5 M sodium methoxide methanolic solution. After stirring for 2 The already known 3-benzyl-1H-2,1,3-benzothiadiazin-4(3H)one 2,2-dioxide (11) [20] and compounds 13-15 were prepared using the procedure described above. The physical and spectral data for 13-15 are listed below.…”

Section: Chemistrymentioning

confidence: 99%

Synthesis and antiviral activity of new benzothiadiazine dioxide derivatives

Tait

Luppi

Cermelli

2004

Journal of Heterocyclic Chem

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A series of 2,1,3-and 1,2,4-benzothiadiazine derivatives were synthesized by alkylation via Mitsunobu reaction and evaluated for their antiviral activity against ADV, HHV-6, Cox-B5 and H-CMV. Most of them were active at micromolar level against one or more viral strains. All the molecules studied are poorly cytotoxic (maximum non toxic concentrations were >25µM), except one compound that presents a higher cytotoxicity (maximum non toxic concentration was 6 µM).

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Synthesis of pseudonucleosides containing chiral sulfahydantoins as aglycone (II)

Cited by 36 publications

References 22 publications

Synthesis of New Fused Benzothiadiazepines and Macrocyclic Sulfamides Starting from N,N-Disubstituted Sulfamides and N(Boc)-Sulfamides

Synthesis of New Fused Benzothiadiazepines and Macrocyclic Sulfamides Starting from N,N-Disubstituted Sulfamides and N(Boc)-Sulfamides

Efficient deprotection of Boc group in amines and sulfamides using Dawson heteropolyacid catalyst

Synthesis and antiviral activity of new benzothiadiazine dioxide derivatives

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