1-[(2R,4S,5S)-4-Allyl-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-3-(4-methoxy-benzyl)-5-methyl-1H-pyrimidine-2,4-dione

Base Information

Chemical Name:1-[(2R,4S,5S)-4-Allyl-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-3-(4-methoxy-benzyl)-5-methyl-1H-pyrimidine-2,4-dione
CAS No.:151294-47-2
Molecular Formula:C₂₇H₄₀N₂O₅Si
Molecular Weight:500.711
Hs Code.:

Synonyms:1-[(2R,4S,5S)-4-Allyl-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-3-(4-methoxy-benzyl)-5-methyl-1H-pyrimidine-2,4-dione

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Chemical Property of 1-[(2R,4S,5S)-4-Allyl-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-3-(4-methoxy-benzyl)-5-methyl-1H-pyrimidine-2,4-dione

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Technology Process of 1-[(2R,4S,5S)-4-Allyl-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-3-(4-methoxy-benzyl)-5-methyl-1H-pyrimidine-2,4-dione

There total 1 articles about 1-[(2R,4S,5S)-4-Allyl-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-3-(4-methoxy-benzyl)-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: 88.0%

: 120232-08-8
5'-O-(tert-butyldimethylsilyl)-3'-C-allyl-2',3'-dideoxythymidine

: 105-13-5
4-Methoxybenzyl alcohol

: 151294-47-2
1-[(2R,4S,5S)-4-Allyl-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-3-(4-methoxy-benzyl)-5-methyl-1H-pyrimidine-2,4-dione

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In 1,4-dioxane; for 8h; Ambient temperature;

Reference yield:

: 151294-47-2
1-[(2R,4S,5S)-4-Allyl-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-3-(4-methoxy-benzyl)-5-methyl-1H-pyrimidine-2,4-dione

: 3'-O-Acetyl-3-(4-methoxybenzyl)-5'-{3-[(3'R)-3-(4-methoxybenzyl)-3'-deoxythymidin-3'-yl]-2-oxopropyl}-5'-deoxythymidine

Guidance literature:: Multi-step reaction with 8 steps

1: OsO₄, H₂O / dioxane / 0.25 h / Ambient temperature

2: aq. NaIO₄ / dioxane / 24 h / 20 - 25 °C

3: 100 percent / 2-methylbut-2-ene, sodium chlorite, aq. NaH₂PO₄ / 2-methyl-propan-2-ol / 2.5 h / Ambient temperature

4: 96 percent / tetrahydrofuran / 16 h / Ambient temperature

5: 1.) n-BuLi / 1.) hexane, THF, r.t., 20 min, 2.) r.t., 4 h

6: 78 percent / CH₂Cl₂ / 50 h / Ambient temperature

7: 95 percent / H₂ / 10percent Pd/C / methanol / 16 h / Ambient temperature

8: 78 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0.42 h / Ambient temperature

With sodium chlorite; sodium periodate; sodium dihydrogenphosphate; osmium(VIII) oxide; n-butyllithium; 2-methyl-but-2-ene; tetrabutyl ammonium fluoride; water; hydrogen; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; tert-butyl alcohol;

Reference yield:

: 151294-47-2
1-[(2R,4S,5S)-4-Allyl-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-3-(4-methoxy-benzyl)-5-methyl-1H-pyrimidine-2,4-dione

: 151294-59-6
3'-O-Acetyl-3-(4-methoxybenzyl)-5'-{3-[(3'R)-5'-O-(tert-butyldimethylsilyl)-3-(4-methoxybenzyl)-3'-deoxythymidin-3'-yl]-2-oxopropyl}-5'-deoxythymidine

Guidance literature:: Multi-step reaction with 7 steps

1: OsO₄, H₂O / dioxane / 0.25 h / Ambient temperature

2: aq. NaIO₄ / dioxane / 24 h / 20 - 25 °C

3: 100 percent / 2-methylbut-2-ene, sodium chlorite, aq. NaH₂PO₄ / 2-methyl-propan-2-ol / 2.5 h / Ambient temperature

4: 96 percent / tetrahydrofuran / 16 h / Ambient temperature

5: 1.) n-BuLi / 1.) hexane, THF, r.t., 20 min, 2.) r.t., 4 h

6: 78 percent / CH₂Cl₂ / 50 h / Ambient temperature

7: 95 percent / H₂ / 10percent Pd/C / methanol / 16 h / Ambient temperature

With sodium chlorite; sodium periodate; sodium dihydrogenphosphate; osmium(VIII) oxide; n-butyllithium; 2-methyl-but-2-ene; water; hydrogen; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; tert-butyl alcohol;