[(2R,3R,4R,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(tert-butyl-dimethyl-silanyloxy)-2-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yloxy]-acetic acid

Base Information

Chemical Name:[(2R,3R,4R,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(tert-butyl-dimethyl-silanyloxy)-2-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yloxy]-acetic acid
CAS No.:156703-88-7
Molecular Formula:C₃₈H₄₆N₂O₁₀Si
Molecular Weight:718.876
Hs Code.:

[(2R,3R,4R,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(tert-butyl-dimethyl-silanyloxy)-2-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yloxy]-acetic acid

Synonyms:[(2R,3R,4R,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(tert-butyl-dimethyl-silanyloxy)-2-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yloxy]-acetic acid

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Chemical Property of [(2R,3R,4R,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(tert-butyl-dimethyl-silanyloxy)-2-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yloxy]-acetic acid

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Technology Process of [(2R,3R,4R,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(tert-butyl-dimethyl-silanyloxy)-2-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yloxy]-acetic acid

There total 7 articles about [(2R,3R,4R,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(tert-butyl-dimethyl-silanyloxy)-2-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yloxy]-acetic 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: 78.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 156703-92-3
[(2R,3R,4R,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-2-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-hydroxy-tetrahydro-furan-3-yloxy]-acetic acid

: 156703-88-7
[(2R,3R,4R,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(tert-butyl-dimethyl-silanyloxy)-2-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yloxy]-acetic acid

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; 1.) room temperature, 60 h, 2.) 40 deg C, 30 min;
DOI:10.1021/jo971797o

Reference yield:

: 156703-91-2
[(2R,3R,4R,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-2-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-hydroxy-tetrahydro-furan-3-yloxy]-acetic acid tert-butyl ester

: 156703-88-7
[(2R,3R,4R,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(tert-butyl-dimethyl-silanyloxy)-2-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yloxy]-acetic acid

Guidance literature:: Multi-step reaction with 2 steps

1: 0.2 M KOH / pyridine / 1.5 h

2: 78 percent / imidazole / dimethylformamide / 1.) room temperature, 60 h, 2.) 40 deg C, 30 min

With 1H-imidazole; potassium hydroxide; In pyridine; N,N-dimethyl-formamide;
DOI:10.1021/jo971797o

Reference yield:

: 117901-68-5
N³-[(triphenylmethyl)sulfenyl]-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine

: 156703-88-7
[(2R,3R,4R,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(tert-butyl-dimethyl-silanyloxy)-2-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yloxy]-acetic acid

Guidance literature:: Multi-step reaction with 6 steps

1: 78 percent / NaH / tetrahydrofuran / 18 h

2: 98 percent / n-Bu₄NF*H₂O, AcOH / tetrahydrofuran / 0.67 h / Ambient temperature

3: 88 percent / pyridine / 5 h

4: 78 percent / Bu₃SnH, AIBN / toluene / 0.08 h / 120 °C

5: 0.2 M KOH / pyridine / 1.5 h

6: 78 percent / imidazole / dimethylformamide / 1.) room temperature, 60 h, 2.) 40 deg C, 30 min

With 1H-imidazole; potassium hydroxide; 2,2'-azobis(isobutyronitrile); tetrabutyl ammonium fluoride; tri-n-butyl-tin hydride; sodium hydride; acetic acid; In tetrahydrofuran; pyridine; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo971797o