N-(2-[{(2S,3R,4R,5R)-5-[4-(Benzoylamino)-6-oxo-1,6-dihydropyrimidin-1-yl]-3,4-dihydrotetrahydrofuran-2-yl}methoxy]ethyl)-2,3-dihydroxy-5-nitrobenzamide

Base Information

Chemical Name:N-(2-[{(2S,3R,4R,5R)-5-[4-(Benzoylamino)-6-oxo-1,6-dihydropyrimidin-1-yl]-3,4-dihydrotetrahydrofuran-2-yl}methoxy]ethyl)-2,3-dihydroxy-5-nitrobenzamide
CAS No.:273204-60-7
Molecular Formula:C₂₅H₂₅N₅O₁₁
Molecular Weight:571.5
Hs Code.:

N-(2-[{(2S,3R,4R,5R)-5-[4-(Benzoylamino)-6-oxo-1,6-dihydropyrimidin-1-yl]-3,4-dihydrotetrahydrofuran-2-yl}methoxy]ethyl)-2,3-dihydroxy-5-nitrobenzamide

Synonyms:N-(2-[{(2S,3R,4R,5R)-5-[4-(Benzoylamino)-6-oxo-1,6-dihydropyrimidin-1-yl]-3,4-dihydrotetrahydrofuran-2-yl}methoxy]ethyl)-2,3-dihydroxy-5-nitrobenzamide

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Chemical Property of N-(2-[{(2S,3R,4R,5R)-5-[4-(Benzoylamino)-6-oxo-1,6-dihydropyrimidin-1-yl]-3,4-dihydrotetrahydrofuran-2-yl}methoxy]ethyl)-2,3-dihydroxy-5-nitrobenzamide

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Technology Process of N-(2-[{(2S,3R,4R,5R)-5-[4-(Benzoylamino)-6-oxo-1,6-dihydropyrimidin-1-yl]-3,4-dihydrotetrahydrofuran-2-yl}methoxy]ethyl)-2,3-dihydroxy-5-nitrobenzamide

There total 14 articles about N-(2-[{(2S,3R,4R,5R)-5-[4-(Benzoylamino)-6-oxo-1,6-dihydropyrimidin-1-yl]-3,4-dihydrotetrahydrofuran-2-yl}methoxy]ethyl)-2,3-dihydroxy-5-nitrobenzamide 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: 80.0%

: 273204-59-4
(2S,3R,4R,5R)-2-[4-(Benzoylamino)-6-oxo-1,6-dihydropyrimidin-1-yl]-5-({2-[(2,3-dihydroxy-5-nitrobenzoyl)amino]ethoxy}methyl)tetrahydrofuran-3,4-diyl diacetate

: 273204-60-7
N-(2-[{(2S,3R,4R,5R)-5-[4-(Benzoylamino)-6-oxo-1,6-dihydropyrimidin-1-yl]-3,4-dihydrotetrahydrofuran-2-yl}methoxy]ethyl)-2,3-dihydroxy-5-nitrobenzamide

Guidance literature:: With methylamine; In ethanol; at 20 ℃; for 0.5h;
DOI:10.1002/(SICI)1521-3765(20000317)6:6<971::AID-CHEM971>3.0.CO;2-0

Reference yield:

: 877-22-5
3-methoxysalicylic acid

: 273204-60-7
N-(2-[{(2S,3R,4R,5R)-5-[4-(Benzoylamino)-6-oxo-1,6-dihydropyrimidin-1-yl]-3,4-dihydrotetrahydrofuran-2-yl}methoxy]ethyl)-2,3-dihydroxy-5-nitrobenzamide

Guidance literature:: Multi-step reaction with 5 steps

1: 94 percent / aq. HNO₃; H₂SO₄ / CH₂Cl₂ / 3 h / 0 - 20 °C

2: 79 percent / aq. HBr / 4 h / 135 °C

3: 53 percent / DCC / tetrahydrofuran / 4 °C

4: NEt₃ / dimethylformamide / 24 h / 20 °C

5: 80 percent / MeNH₂ / ethanol / 0.5 h / 20 °C

With sulfuric acid; hydrogen bromide; nitric acid; triethylamine; dicyclohexyl-carbodiimide; methylamine; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; 1: Nitration / 2: demethylation / 3: Acylation / 4: Acylation / 5: Deacetylation;
DOI:10.1002/(SICI)1521-3765(20000317)6:6<971::AID-CHEM971>3.0.CO;2-0

Reference yield:

: 72517-20-5
2,3-dihydroxy-5-nitrobenzoic acid

: 273204-60-7
N-(2-[{(2S,3R,4R,5R)-5-[4-(Benzoylamino)-6-oxo-1,6-dihydropyrimidin-1-yl]-3,4-dihydrotetrahydrofuran-2-yl}methoxy]ethyl)-2,3-dihydroxy-5-nitrobenzamide

Guidance literature:: Multi-step reaction with 3 steps

1: 53 percent / DCC / tetrahydrofuran / 4 °C

2: NEt₃ / dimethylformamide / 24 h / 20 °C

3: 80 percent / MeNH₂ / ethanol / 0.5 h / 20 °C

With triethylamine; dicyclohexyl-carbodiimide; methylamine; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide; 1: Acylation / 2: Acylation / 3: Deacetylation;
DOI:10.1002/(SICI)1521-3765(20000317)6:6<971::AID-CHEM971>3.0.CO;2-0