1-[(3S,5S)-5-(p-nitrobenzoyloxymethyl)tetrahydrofuran-3-yl]-3-benzoylthymine

Base Information

Chemical Name:1-[(3S,5S)-5-(p-nitrobenzoyloxymethyl)tetrahydrofuran-3-yl]-3-benzoylthymine
CAS No.:238758-62-8
Molecular Formula:C₂₄H₂₁N₃O₈
Molecular Weight:479.446
Hs Code.:

Synonyms:1-[(3S,5S)-5-(p-nitrobenzoyloxymethyl)tetrahydrofuran-3-yl]-3-benzoylthymine

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 1-[(3S,5S)-5-(p-nitrobenzoyloxymethyl)tetrahydrofuran-3-yl]-3-benzoylthymine

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Technology Process of 1-[(3S,5S)-5-(p-nitrobenzoyloxymethyl)tetrahydrofuran-3-yl]-3-benzoylthymine

There total 4 articles about 1-[(3S,5S)-5-(p-nitrobenzoyloxymethyl)tetrahydrofuran-3-yl]-3-benzoylthymine 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: 63.0%

: 4330-20-5
N-3-benzoylthymine

: 238758-60-6
[(2S,4R)-4-hydroxytetrahydrofuran-2-yl]methyl p-nitrobenzoate

: 2-[(3S,5S)-5-(p-nitrobenzoyloxymethyl)tetrahydrofuran-3-yl]-3-benzoylthymine

: 238758-62-8
1-[(3S,5S)-5-(p-nitrobenzoyloxymethyl)tetrahydrofuran-3-yl]-3-benzoylthymine

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In 1,4-dioxane; for 120h;
DOI:10.1021/jo990495e

Reference yield:

: 15922-01-7
potassium 4-nitrobenzoate

: 238758-62-8
1-[(3S,5S)-5-(p-nitrobenzoyloxymethyl)tetrahydrofuran-3-yl]-3-benzoylthymine

Guidance literature:: Multi-step reaction with 2 steps

1: 73 percent / 18-crown-6 / dimethylsulfoxide / 16 h / 90 °C

2: 63 percent / PPh₃; DEAD / dioxane / 120 h

With 18-crown-6 ether; triphenylphosphine; diethylazodicarboxylate; In 1,4-dioxane; dimethyl sulfoxide; 1: Esterification / 2: Substitution;
DOI:10.1021/jo990495e

Reference yield:

: 127793-64-0
(R)-1-O-(tert-butyldiphenylsilyl)-4-penten-1,2-diol

: 238758-62-8
1-[(3S,5S)-5-(p-nitrobenzoyloxymethyl)tetrahydrofuran-3-yl]-3-benzoylthymine

Guidance literature:: Multi-step reaction with 3 steps

1: NaHCO₃; I₂ / acetonitrile / 9 h / 20 °C

2: 73 percent / 18-crown-6 / dimethylsulfoxide / 16 h / 90 °C

3: 63 percent / PPh₃; DEAD / dioxane / 120 h

With 18-crown-6 ether; iodine; sodium hydrogencarbonate; triphenylphosphine; diethylazodicarboxylate; In 1,4-dioxane; dimethyl sulfoxide; acetonitrile; 1: Cyclization / 2: Esterification / 3: Substitution;
DOI:10.1021/jo990495e