1-[(2R,4S,5R)-4-[Bis-(4-methoxy-phenyl)-phenyl-methylsulfanylmethyl]-5-(2-hydroxy-ethyl)-tetrahydro-furan-2-yl]-1H-pyrimidine-2,4-dione

Base Information

Chemical Name:1-[(2R,4S,5R)-4-[Bis-(4-methoxy-phenyl)-phenyl-methylsulfanylmethyl]-5-(2-hydroxy-ethyl)-tetrahydro-furan-2-yl]-1H-pyrimidine-2,4-dione
CAS No.:147489-09-6
Molecular Formula:C₃₂H₃₄N₂O₆S
Molecular Weight:574.698
Hs Code.:

Synonyms:1-[(2R,4S,5R)-4-[Bis-(4-methoxy-phenyl)-phenyl-methylsulfanylmethyl]-5-(2-hydroxy-ethyl)-tetrahydro-furan-2-yl]-1H-pyrimidine-2,4-dione

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Chemical Property of 1-[(2R,4S,5R)-4-[Bis-(4-methoxy-phenyl)-phenyl-methylsulfanylmethyl]-5-(2-hydroxy-ethyl)-tetrahydro-furan-2-yl]-1H-pyrimidine-2,4-dione

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Technology Process of 1-[(2R,4S,5R)-4-[Bis-(4-methoxy-phenyl)-phenyl-methylsulfanylmethyl]-5-(2-hydroxy-ethyl)-tetrahydro-furan-2-yl]-1H-pyrimidine-2,4-dione

There total 14 articles about 1-[(2R,4S,5R)-4-[Bis-(4-methoxy-phenyl)-phenyl-methylsulfanylmethyl]-5-(2-hydroxy-ethyl)-tetrahydro-furan-2-yl]-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:

: 134056-17-0
(1R,5R,6R,7R)-6-<(benzoyloxy)methyl>-7-<<3-(trifluoromethyl)benzoyl>oxy>-2,8-dioxabicyclo<3.2.1>octane

: 147489-09-6
1-[(2R,4S,5R)-4-[Bis-(4-methoxy-phenyl)-phenyl-methylsulfanylmethyl]-5-(2-hydroxy-ethyl)-tetrahydro-furan-2-yl]-1H-pyrimidine-2,4-dione

Guidance literature:: Multi-step reaction with 8 steps

1.1: N-methyl-N-trimethylsilyltrifluoroacetamide / acetonitrile / 0.5 h / 20 °C

1.2: 96 percent / SnCl₄ / acetonitrile / 14 h / 20 °C

2.1: 85 percent / Photolysis

3.1: 100 percent / triethylamine / tetrahydrofuran

4.1: NaOH / methanol; H₂O

5.1: PPh₃; diisopropyl azodicarboxylate / tetrahydrofuran

6.1: NaOH; water

7.1: triethylamine / tetrahydrofuran

8.1: acid / H₂O

With sodium hydroxide; di-isopropyl azodicarboxylate; N-methyl-N-trimethylsilyl-2,2,2-trifluoroacetamide; water; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; water; acetonitrile; 1.1: Vorbrueggen reaction / 5.1: Mitsunobu reaction;
DOI:10.1021/jo0003910

Reference yield:

: 134056-18-1
1-<(2R,3R,4R,5R)-3-<<3-(trifluoromethyl)benzoyl>oxy>-4-<(benzoyloxy)methyl>-5-(2-hydroxyethyl)tetrahydrofuran-2-yl>uracil

: 147489-09-6
1-[(2R,4S,5R)-4-[Bis-(4-methoxy-phenyl)-phenyl-methylsulfanylmethyl]-5-(2-hydroxy-ethyl)-tetrahydro-furan-2-yl]-1H-pyrimidine-2,4-dione

Guidance literature:: Multi-step reaction with 7 steps

1: 85 percent / Photolysis

2: 100 percent / triethylamine / tetrahydrofuran

3: NaOH / methanol; H₂O

4: PPh₃; diisopropyl azodicarboxylate / tetrahydrofuran

5: NaOH; water

6: triethylamine / tetrahydrofuran

7: acid / H₂O

With sodium hydroxide; di-isopropyl azodicarboxylate; water; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; water; 4: Mitsunobu reaction;
DOI:10.1021/jo0003910

Reference yield:

: 441044-29-7
1-{(2R,3R,4R,5R)-4-benzoyloxymethyl-5-[2-(4,4'-dimethoxytriphenylmethoxy)ethyl]-3-[(m-trifluoromethyl)benzoyloxy]tetrahydrofuran-2-yl}uracil

: 147489-09-6
1-[(2R,4S,5R)-4-[Bis-(4-methoxy-phenyl)-phenyl-methylsulfanylmethyl]-5-(2-hydroxy-ethyl)-tetrahydro-furan-2-yl]-1H-pyrimidine-2,4-dione

Guidance literature:: Multi-step reaction with 7 steps

1: 96 percent / NaOH; water / methanol / 0.25 h

2: 89 percent / diisopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 5 h / 20 °C

3: 88 percent / tetrahydrofuran / 45 h / 20 °C

4: 86 percent / Bu₃SnH; azobisisobutyronitrile / toluene / 0.08 h / Heating

5: NaOH; water

6: triethylamine / tetrahydrofuran

7: acid / H₂O

With sodium hydroxide; 2,2'-azobis(isobutyronitrile); di-isopropyl azodicarboxylate; water; tri-n-butyl-tin hydride; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; water; toluene; 2: Mitsunobu reaction / 4: Barton deoxygenation;
DOI:10.1021/jo0003910