3-(2-azido-ethyl)-5-(3-benzoyl-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-pent-3-enoic acid

Base Information

Chemical Name:3-(2-azido-ethyl)-5-(3-benzoyl-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-pent-3-enoic acid
CAS No.:226949-20-8
Molecular Formula:C₁₉H₁₉N₅O₅
Molecular Weight:397.39
Hs Code.:

3-(2-azido-ethyl)-5-(3-benzoyl-5-methyl-2,4-dioxo-3,4-dihydro-2<i>H</i>-pyrimidin-1-yl)-pent-3-enoic acid

Synonyms:3-(2-azido-ethyl)-5-(3-benzoyl-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-pent-3-enoic acid

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Chemical Property of 3-(2-azido-ethyl)-5-(3-benzoyl-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-pent-3-enoic acid

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Technology Process of 3-(2-azido-ethyl)-5-(3-benzoyl-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-pent-3-enoic acid

There total 8 articles about 3-(2-azido-ethyl)-5-(3-benzoyl-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-pent-3-enoic acid 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%

: 3-(2-azido-ethyl)-5-(3-benzoyl-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-pent-3-enal

: 226949-20-8
3-(2-azido-ethyl)-5-(3-benzoyl-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-pent-3-enoic acid

Guidance literature:: With sodium dihydrogenphosphate; 2-methyl-but-2-ene; In tert-butyl alcohol;
DOI:10.1055/s-1999-2711

Reference yield:

: 4330-20-5
N-3-benzoylthymine

: 226949-20-8
3-(2-azido-ethyl)-5-(3-benzoyl-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-pent-3-enoic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 95 percent / DEAD, PPh₃ / tetrahydrofuran / 0 °C

2: 95 percent / p-TsOH / ethanol

3: Dess-Martin periodinane / CH₂Cl₂

4: 80 percent / NaCl₂O, NaH₂PO₄, 2-methyl-2-butene / 2-methyl-propan-2-ol

With sodium dihydrogenphosphate; 2-methyl-but-2-ene; Dess-Martin periodane; toluene-4-sulfonic acid; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; ethanol; dichloromethane; tert-butyl alcohol;
DOI:10.1055/s-1999-2711

Reference yield:

: 192370-24-4
(Z)-5-(tert-Butyl-diphenyl-silanyloxy)-3-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-pent-3-enoic acid ethyl ester

: 226949-20-8
3-(2-azido-ethyl)-5-(3-benzoyl-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-pent-3-enoic acid

Guidance literature:: Multi-step reaction with 7 steps

1: 87 percent / LAH / tetrahydrofuran / 0 °C

2: 77 percent / Zn(N₃)2-2Pyr, DIAD, PPh₃ / toluene / 18 h / 0 °C

3: 97 percent / TBAF / tetrahydrofuran

4: 95 percent / DEAD, PPh₃ / tetrahydrofuran / 0 °C

5: 95 percent / p-TsOH / ethanol

6: Dess-Martin periodinane / CH₂Cl₂

7: 80 percent / NaCl₂O, NaH₂PO₄, 2-methyl-2-butene / 2-methyl-propan-2-ol

With sodium dihydrogenphosphate; lithium aluminium tetrahydride; 2-methyl-but-2-ene; Zn(N₃)2/bis-pyridine complex; di-isopropyl azodicarboxylate; tetrabutyl ammonium fluoride; Dess-Martin periodane; toluene-4-sulfonic acid; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; ethanol; dichloromethane; toluene; tert-butyl alcohol;
DOI:10.1055/s-1999-2711