(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

Base Information

Chemical Name:(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
CAS No.:273204-59-4
Molecular Formula:C₂₉H₂₉N₅O₁₃
Molecular Weight:655.575
Hs Code.:

(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

Synonyms:(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

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Chemical Property of (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

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Technology Process of (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

There total 12 articles about (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 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:

: 273204-52-7
2,5-Dioxotetrahydro-1H-pyrrol-1-yl 2,3-dihydroxy-5-nitrobenzoate

: Acetic acid (2R,3R,4R,5R)-4-acetoxy-5-(2-amino-ethoxymethyl)-2-(4-benzoylamino-6-oxo-6H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester

: 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

Guidance literature:: With triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 24h;
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

: 273204-59-4
(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

Guidance literature:: Multi-step reaction with 4 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

With sulfuric acid; hydrogen bromide; nitric acid; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 1: Nitration / 2: demethylation / 3: Acylation / 4: Acylation;
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

: 273204-59-4
(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

Guidance literature:: Multi-step reaction with 2 steps

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

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

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