The Experts below are selected from a list of 186 Experts worldwide ranked by ideXlab platform
Peter Péchy - One of the best experts on this subject based on the ideXlab platform.
-
total asymmetric synthesis of 1r 1 c 6 amino 7 h purin 8 yl 1 4 anhydro 3 azido 2 3 dideoxy d erythro Pentitol
Tetrahedron, 1992Co-Authors: Vincent Jeanneret, Fabrizio Gasparini, Peter Péchy, Vogel PierreAbstract:The "naked sugar" (+)-(1R,2R,4R)-2-cyano-7-oxabicyclo[2.2.1]hept-5-en-2-exo-yl acetate ((+)-3) was converted in ten synthetic steps into the new C-nucleoside (1R)-1-C-(6'-amino-7'H-purin-8'-yl)-1,4-anhydro-3-azido-2,3-dideoxy-D-er ythro-Pentitol ((+)-2) in 19% overall yield.
-
Total, asymmetric synthesis of (1r-1-c-(6′-amino-7′h-purin-8′-yl)-1,4-anhydro-3-azido-2,3-dideoxy-d-erythro-Pentitol.
Tetrahedron, 1992Co-Authors: Vincent Jeanneret, Fabrizio Gasparini, Peter Péchy, Vogel PierreAbstract:The "naked sugar" (+)-(1R,2R,4R)-2-cyano-7-oxabicyclo[2.2.1]hept-5-en-2-exo-yl acetate ((+)-3) was converted in ten synthetic steps into the new C-nucleoside (1R)-1-C-(6'-amino-7'H-purin-8'-yl)-1,4-anhydro-3-azido-2,3-dideoxy-D-er ythro-Pentitol ((+)-2) in 19% overall yield.
-
Enantiomerically Pure 7-Oxabicyclo[2.2.1]Hept-5-En-2-Yl Derivatives (Naked Sugars) as Synthetic Intermediates .22. Stereoselective Synthesis of (1r)-1-C-(6-Amino-7h-Purin-8-Yl)-1,4-Anhydro-2,3-Dideoxy-3-Fluoro-D-Eryt Hro-Pentitol
Synlett, 1992Co-Authors: Peter Péchy, Fabrizio Gasparini, Pierre VogelAbstract:The "naked sugar" (+)-(1R,2S,4R)-2-cyano-7-oxa-bicyclo[2.2.1]hept-5-en-2-yl (1S)-camphanate [(+)-3] (Diels-Alder adduct of furan with 1-cyanovinyl (1S)-camphanate) was converted into (1R)-1-C-(6-amino-7H-purin-8-yl)-1,4-anhydro-2,3-dideoxy-3-fluoro-D-eryt hro-Pentitol [(+)-2] in nine synthetic steps and 12% overall yield.
Mohammed A.e. Sallam - One of the best experts on this subject based on the ideXlab platform.
-
Homo-C-nucleoside analogs IV. Synthesis of 4-(2,5-anhydro-D-altro-Pentitol-1-yl)-2-phenyl-2H-1,2,3-triazole homo-C-nucleoside. CD assignment of the absolute configuration of the carbon bridge.
Chirality, 2017Co-Authors: Mohammed A.e. SallamAbstract:Dehydrative cyclization of 4-(D-altro-Pentitol-1-yl)2-phenyl-2H-1,2,3-triazole in basic medium with one moler equivalent of p-toluene sulfonyl chloride in pyridine solution gave the homo-C-nucleoside 4-(2,5-anhydro-D-altro-1-yl)-2-phenyl-2H-1,2,3-triazole. The structure and anomeric configuration was determined by acylation, nuclear magnetic resonance (NMR), and mass spectroscopy. The stereochemistry at the carbon bridge of homo-C-nucleoside 2-phenyl-2H-1,2,3-triazoles was determined by circular dichroism (CD) spectroscopy.
-
Homo-C-nucleoside analogs III. Studies on the base-catalyzed dehydrative cyclization of 4-(d-manno-Pentitol-1-yl)-2-phenyl-2H-1,2,3-triazole.
Carbohydrate research, 2010Co-Authors: Mohammed A.e. SallamAbstract:Treatment of 4-(d-manno-Pentitol-1-yl)-2-phenyl-2H-1,2,3-triazole with one molar equivalent of 2,4,6-triisopropylbenzenesulfonyl chloride (TIBSCl) in pyridine solution afforded the homo-C-nucleoside analog; 4-(2,5-anhydro-d-manno-Pentitol-1-yl)-2-phenyl-2H-1,2,3-triazole in 54% yield and 4-(α-d-arabinopyranosyl)-2-phenyl-2H1,2,3-triazole analog in 3% yield. The 4-(5-O-triisopropylbenzenesulfonyl)-d-manno-Pentitol-1-yl)-2-phenyl-2H-1,2,3-triazole analog was isolated as an intermediate and identified as its tetra-O-acetyl derivative. The 4-(5-chloro-5-deoxy-d-manno-Pentitol-1-yl)-2-phenyl-2H-1,2,3-triazole analog was isolated as a byproduct. The structure and anomeric configuration of the products were determined by acylation, NMR spectroscopy, and mass spectrometry.
-
Homo-C-Nucleoside Analogs† II. Synthesis and Anomeric Configuration of 4-(2,5-Anhydro-D-Gluco-Pentitol-1-YL)-2-Phenyl2H-1,2,3-Triazole††
Nucleosides and Nucleotides, 1998Co-Authors: Mohammed A.e. Sallam, Leroy B. TownsendAbstract:Abstract Treatment of 4-(D-gluco-Pentitol-l-y1)-2-pheny1–2H-1,2,3-triazole (1) with p-toluenesulfonyl chloride in pyridine solution, afforded the homo-C-nucleoside analog, 4-(2,5-anhydro-D-gluco-Pentitol-1-yl)-2-phenyl-2H-1,2,3-triazole (2) as well as its partial p-toluenesulfonyl derivative (3). 4-(5-Chloro-5-deoxy-D-gluco-Pentitol-1-yl)-2-phenyl-2H-1,2,3-triazole (8), was isolated as a byproduct from the reaction. The structure and anomeric configuration of 2 was determined by acylation, 1H, 13C NMR, and NOE, spectroscopy as well as mass spectrometry. For part I see ref. 1. For a preliminary report see ref. 2.
Pierre Vogel - One of the best experts on this subject based on the ideXlab platform.
-
Enantiomerically Pure 7-Oxabicyclo[2.2.1]Hept-5-En-2-Yl Derivatives (Naked Sugars) as Synthetic Intermediates .22. Stereoselective Synthesis of (1r)-1-C-(6-Amino-7h-Purin-8-Yl)-1,4-Anhydro-2,3-Dideoxy-3-Fluoro-D-Eryt Hro-Pentitol
Synlett, 1992Co-Authors: Peter Péchy, Fabrizio Gasparini, Pierre VogelAbstract:The "naked sugar" (+)-(1R,2S,4R)-2-cyano-7-oxa-bicyclo[2.2.1]hept-5-en-2-yl (1S)-camphanate [(+)-3] (Diels-Alder adduct of furan with 1-cyanovinyl (1S)-camphanate) was converted into (1R)-1-C-(6-amino-7H-purin-8-yl)-1,4-anhydro-2,3-dideoxy-3-fluoro-D-eryt hro-Pentitol [(+)-2] in nine synthetic steps and 12% overall yield.
Fabrizio Gasparini - One of the best experts on this subject based on the ideXlab platform.
-
total asymmetric synthesis of 1r 1 c 6 amino 7 h purin 8 yl 1 4 anhydro 3 azido 2 3 dideoxy d erythro Pentitol
Tetrahedron, 1992Co-Authors: Vincent Jeanneret, Fabrizio Gasparini, Peter Péchy, Vogel PierreAbstract:The "naked sugar" (+)-(1R,2R,4R)-2-cyano-7-oxabicyclo[2.2.1]hept-5-en-2-exo-yl acetate ((+)-3) was converted in ten synthetic steps into the new C-nucleoside (1R)-1-C-(6'-amino-7'H-purin-8'-yl)-1,4-anhydro-3-azido-2,3-dideoxy-D-er ythro-Pentitol ((+)-2) in 19% overall yield.
-
Total, asymmetric synthesis of (1r-1-c-(6′-amino-7′h-purin-8′-yl)-1,4-anhydro-3-azido-2,3-dideoxy-d-erythro-Pentitol.
Tetrahedron, 1992Co-Authors: Vincent Jeanneret, Fabrizio Gasparini, Peter Péchy, Vogel PierreAbstract:The "naked sugar" (+)-(1R,2R,4R)-2-cyano-7-oxabicyclo[2.2.1]hept-5-en-2-exo-yl acetate ((+)-3) was converted in ten synthetic steps into the new C-nucleoside (1R)-1-C-(6'-amino-7'H-purin-8'-yl)-1,4-anhydro-3-azido-2,3-dideoxy-D-er ythro-Pentitol ((+)-2) in 19% overall yield.
-
Enantiomerically Pure 7-Oxabicyclo[2.2.1]Hept-5-En-2-Yl Derivatives (Naked Sugars) as Synthetic Intermediates .22. Stereoselective Synthesis of (1r)-1-C-(6-Amino-7h-Purin-8-Yl)-1,4-Anhydro-2,3-Dideoxy-3-Fluoro-D-Eryt Hro-Pentitol
Synlett, 1992Co-Authors: Peter Péchy, Fabrizio Gasparini, Pierre VogelAbstract:The "naked sugar" (+)-(1R,2S,4R)-2-cyano-7-oxa-bicyclo[2.2.1]hept-5-en-2-yl (1S)-camphanate [(+)-3] (Diels-Alder adduct of furan with 1-cyanovinyl (1S)-camphanate) was converted into (1R)-1-C-(6-amino-7H-purin-8-yl)-1,4-anhydro-2,3-dideoxy-3-fluoro-D-eryt hro-Pentitol [(+)-2] in nine synthetic steps and 12% overall yield.
Vogel Pierre - One of the best experts on this subject based on the ideXlab platform.
-
Enantiomerically pure 7-oxabicyclo[2.2.1]hept-5-en-2-yl derivatives ("Naked sugars") as synthetic intermediates. Part XXII. Stereoselective synthesis of (1R)-1-C-(6-amino-7H-purin-8-yl)-1,4-anhydro-2,3-dideoxy-3-fluoro-D-erythro-Pentitol
'Georg Thieme Verlag KG', 2006Co-Authors: Pechy Peter, Gasparini Fabrizio, Vogel PierreAbstract:The "naked sugar" (+)-(1R,2S,4R)-2-cyano-7-oxa-bicyclo[2.2.1]hept-5-en-2-yl (1S)-camphanate [(+)-3] (Diels-Alder adduct of furan with 1-cyanovinyl (1S)-camphanate) was converted into (1R)-1-C-(6-amino-7H-purin-8-yl)-1,4-anhydro-2,3-dideoxy-3-fluoro-D-eryt hro-Pentitol [(+)-2] in nine synthetic steps and 12% overall yield
-
total asymmetric synthesis of 1r 1 c 6 amino 7 h purin 8 yl 1 4 anhydro 3 azido 2 3 dideoxy d erythro Pentitol
Tetrahedron, 1992Co-Authors: Vincent Jeanneret, Fabrizio Gasparini, Peter Péchy, Vogel PierreAbstract:The "naked sugar" (+)-(1R,2R,4R)-2-cyano-7-oxabicyclo[2.2.1]hept-5-en-2-exo-yl acetate ((+)-3) was converted in ten synthetic steps into the new C-nucleoside (1R)-1-C-(6'-amino-7'H-purin-8'-yl)-1,4-anhydro-3-azido-2,3-dideoxy-D-er ythro-Pentitol ((+)-2) in 19% overall yield.
-
Total, asymmetric synthesis of (1r-1-c-(6′-amino-7′h-purin-8′-yl)-1,4-anhydro-3-azido-2,3-dideoxy-d-erythro-Pentitol.
Tetrahedron, 1992Co-Authors: Vincent Jeanneret, Fabrizio Gasparini, Peter Péchy, Vogel PierreAbstract:The "naked sugar" (+)-(1R,2R,4R)-2-cyano-7-oxabicyclo[2.2.1]hept-5-en-2-exo-yl acetate ((+)-3) was converted in ten synthetic steps into the new C-nucleoside (1R)-1-C-(6'-amino-7'H-purin-8'-yl)-1,4-anhydro-3-azido-2,3-dideoxy-D-er ythro-Pentitol ((+)-2) in 19% overall yield.