1-(5-(N-(phenoxyacetyl)amino)phthalimid-3-yl)-1,2,3-trideoxy-3-oxo-β-D-ribofuranose

Base Information

Chemical Name:1-(5-(N-(phenoxyacetyl)amino)phthalimid-3-yl)-1,2,3-trideoxy-3-oxo-β-D-ribofuranose
CAS No.:1422959-01-0
Molecular Formula:C₂₁H₁₈N₂O₇
Molecular Weight:410.383
Hs Code.:

Synonyms:1-(5-(N-(phenoxyacetyl)amino)phthalimid-3-yl)-1,2,3-trideoxy-3-oxo-β-D-ribofuranose

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Chemical Property of 1-(5-(N-(phenoxyacetyl)amino)phthalimid-3-yl)-1,2,3-trideoxy-3-oxo-β-D-ribofuranose

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Technology Process of 1-(5-(N-(phenoxyacetyl)amino)phthalimid-3-yl)-1,2,3-trideoxy-3-oxo-β-D-ribofuranose

There total 6 articles about 1-(5-(N-(phenoxyacetyl)amino)phthalimid-3-yl)-1,2,3-trideoxy-3-oxo-β-D-ribofuranose which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 27.0%

: 1422959-00-9
5-(N-(phenoxyacetyl)amino)-3-iodophthalimide

: 181871-82-9
{(2R,3S)-3-[(tert-butyldimethylsilyl)oxy]-2,3-dihydrofuran-2-yl}methanol

: 1422959-01-0
1-(5-(N-(phenoxyacetyl)amino)phthalimid-3-yl)-1,2,3-trideoxy-3-oxo-β-D-ribofuranose

Guidance literature:: With palladium diacetate; triethylamine; tris(pentafluorophenyl)phosphine; In acetonitrile; at 82 ℃; stereoselective reaction; Inert atmosphere;
DOI:10.1021/jo302768f

Reference yield:

: 1005499-46-6
3-iodo-2-methyl-5-nitrobenzoic acid

: 1422959-01-0
1-(5-(N-(phenoxyacetyl)amino)phthalimid-3-yl)-1,2,3-trideoxy-3-oxo-β-D-ribofuranose

Guidance literature:: Multi-step reaction with 5 steps

1: sodium hydroxide; potassium permanganate / water / 60 - 100 °C

2: urea / o-xylene / 4 h / 160 °C

3: sodium hydrogen sulfide / ethanol; water / 1 h / 78 °C

4: pyridine; 1H-imidazole / tetrahydrofuran / 4 h / 20 °C / Inert atmosphere

5: tris(pentafluorophenyl)phosphine; triethylamine; palladium diacetate / acetonitrile / 82 °C / Inert atmosphere

With pyridine; 1H-imidazole; sodium hydrogen sulfide; potassium permanganate; palladium diacetate; triethylamine; urea; tris(pentafluorophenyl)phosphine; sodium hydroxide; In tetrahydrofuran; ethanol; o-xylene; water; acetonitrile; 5: |Heck Reaction;
DOI:10.1021/jo302768f

Reference yield:

: 1975-52-6
5-nitro-o-toluic acid

: 1422959-01-0
1-(5-(N-(phenoxyacetyl)amino)phthalimid-3-yl)-1,2,3-trideoxy-3-oxo-β-D-ribofuranose

Guidance literature:: Multi-step reaction with 6 steps

1: sulfuric acid; N-iodo-succinimide / 2.5 h / 60 °C

2: sodium hydroxide; potassium permanganate / water / 60 - 100 °C

3: urea / o-xylene / 4 h / 160 °C

4: sodium hydrogen sulfide / ethanol; water / 1 h / 78 °C

5: pyridine; 1H-imidazole / tetrahydrofuran / 4 h / 20 °C / Inert atmosphere

6: tris(pentafluorophenyl)phosphine; triethylamine; palladium diacetate / acetonitrile / 82 °C / Inert atmosphere

With pyridine; 1H-imidazole; sodium hydrogen sulfide; potassium permanganate; N-iodo-succinimide; sulfuric acid; palladium diacetate; triethylamine; urea; tris(pentafluorophenyl)phosphine; sodium hydroxide; In tetrahydrofuran; ethanol; o-xylene; water; acetonitrile; 6: |Heck Reaction;
DOI:10.1021/jo302768f