3-benzoyl-1-[5-(tert-butyldimethylsilanyloxy)-2-fluoro-3-(2-hydroxyethyl)-pent-2-enyl]-5-methyl-(1H)-pyrimidine-2,4-dione

Base Information

Chemical Name:3-benzoyl-1-[5-(tert-butyldimethylsilanyloxy)-2-fluoro-3-(2-hydroxyethyl)-pent-2-enyl]-5-methyl-(1H)-pyrimidine-2,4-dione
CAS No.:552308-06-2
Molecular Formula:C₂₅H₃₅FN₂O₅Si
Molecular Weight:490.647
Hs Code.:

Synonyms:3-benzoyl-1-[5-(tert-butyldimethylsilanyloxy)-2-fluoro-3-(2-hydroxyethyl)-pent-2-enyl]-5-methyl-(1H)-pyrimidine-2,4-dione

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Chemical Property of 3-benzoyl-1-[5-(tert-butyldimethylsilanyloxy)-2-fluoro-3-(2-hydroxyethyl)-pent-2-enyl]-5-methyl-(1H)-pyrimidine-2,4-dione

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Technology Process of 3-benzoyl-1-[5-(tert-butyldimethylsilanyloxy)-2-fluoro-3-(2-hydroxyethyl)-pent-2-enyl]-5-methyl-(1H)-pyrimidine-2,4-dione

There total 6 articles about 3-benzoyl-1-[5-(tert-butyldimethylsilanyloxy)-2-fluoro-3-(2-hydroxyethyl)-pent-2-enyl]-5-methyl-(1H)-pyrimidine-2,4-dione 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: 72.0%

: 4330-20-5
N-3-benzoylthymine

: 552308-05-1
3-[2-(tert-butyldimethylsilanyloxy)-ethyl]-2-fluoropent-2-ene-1,5-diol

: 552308-06-2
3-benzoyl-1-[5-(tert-butyldimethylsilanyloxy)-2-fluoro-3-(2-hydroxyethyl)-pent-2-enyl]-5-methyl-(1H)-pyrimidine-2,4-dione

Guidance literature:: With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 20 ℃; for 12h;
DOI:10.1021/ol034579s

Reference yield:

: 4328-94-3
pentane-1,3,5-triol

: 552308-06-2
3-benzoyl-1-[5-(tert-butyldimethylsilanyloxy)-2-fluoro-3-(2-hydroxyethyl)-pent-2-enyl]-5-methyl-(1H)-pyrimidine-2,4-dione

Guidance literature:: Multi-step reaction with 7 steps

1.1: 82 percent / pyridine; 4-(dimethylamino)pyridine / 18 h / 20 °C

2.1: 79 percent / o-iodoxybenzoic acid / dimethylformamide / 3 h / 20 °C

3.1: n-BuLi / tetrahydrofuran; hexane / 1.5 h / -78 °C

3.2: 67 percent / tetrahydrofuran; hexane / -78 - 20 °C

4.1: 77 percent / BCl₃ / CH₂Cl₂ / 2 h / 20 °C

5.1: 99 percent / imidazole / dimethylformamide / 12 h / 20 °C

6.1: 94 percent / NaBH₄; CeCl₃*7H₂O / methanol / 1.5 h / 20 °C

7.1: 72 percent / PPh₃; diisopropyl azodicarboxylate / tetrahydrofuran / 12 h / 20 °C

With pyridine; 1H-imidazole; dmap; sodium tetrahydroborate; n-butyllithium; cerium(III) chloride; di-isopropyl azodicarboxylate; boron trichloride; triphenylphosphine; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide; 3.2: Wittig-Wadsworth-Emmons reaction / 7.1: Mitsunobu reaction;
DOI:10.1021/ol034579s

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 552308-06-2
3-benzoyl-1-[5-(tert-butyldimethylsilanyloxy)-2-fluoro-3-(2-hydroxyethyl)-pent-2-enyl]-5-methyl-(1H)-pyrimidine-2,4-dione

Guidance literature:: Multi-step reaction with 3 steps

1: 99 percent / imidazole / dimethylformamide / 12 h / 20 °C

2: 94 percent / NaBH₄; CeCl₃*7H₂O / methanol / 1.5 h / 20 °C

3: 72 percent / PPh₃; diisopropyl azodicarboxylate / tetrahydrofuran / 12 h / 20 °C

With 1H-imidazole; sodium tetrahydroborate; cerium(III) chloride; di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; 3: Mitsunobu reaction;
DOI:10.1021/ol034579s