1-[(2R,3R,3aR,5S,7S,7aR)-3-(tert-Butyl-dimethyl-silanyloxy)-7-hydroxy-5-((E)-styryl)-hexahydro-furo[3,2-b]pyran-2-yl]-1H-pyrimidine-2,4-dione

Base Information

Chemical Name:1-[(2R,3R,3aR,5S,7S,7aR)-3-(tert-Butyl-dimethyl-silanyloxy)-7-hydroxy-5-((E)-styryl)-hexahydro-furo[3,2-b]pyran-2-yl]-1H-pyrimidine-2,4-dione
CAS No.:212829-38-4
Molecular Formula:C₂₅H₃₄N₂O₆Si
Molecular Weight:486.64
Hs Code.:

1-[(2R,3R,3aR,5S,7S,7aR)-3-(tert-Butyl-dimethyl-silanyloxy)-7-hydroxy-5-((E)-styryl)-hexahydro-furo[3,2-b]pyran-2-yl]-1H-pyrimidine-2,4-dione

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Chemical Property of 1-[(2R,3R,3aR,5S,7S,7aR)-3-(tert-Butyl-dimethyl-silanyloxy)-7-hydroxy-5-((E)-styryl)-hexahydro-furo[3,2-b]pyran-2-yl]-1H-pyrimidine-2,4-dione

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Technology Process of 1-[(2R,3R,3aR,5S,7S,7aR)-3-(tert-Butyl-dimethyl-silanyloxy)-7-hydroxy-5-((E)-styryl)-hexahydro-furo[3,2-b]pyran-2-yl]-1H-pyrimidine-2,4-dione

There total 7 articles about 1-[(2R,3R,3aR,5S,7S,7aR)-3-(tert-Butyl-dimethyl-silanyloxy)-7-hydroxy-5-((E)-styryl)-hexahydro-furo[3,2-b]pyran-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:

: Benzoic acid (2R,3R,3aR,5S,7S,7aR)-3-(tert-butyl-dimethyl-silanyloxy)-2-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-5-((E)-styryl)-hexahydro-furo[3,2-b]pyran-7-yl ester

: 212829-38-4
1-[(2R,3R,3aR,5S,7S,7aR)-3-(tert-Butyl-dimethyl-silanyloxy)-7-hydroxy-5-((E)-styryl)-hexahydro-furo[3,2-b]pyran-2-yl]-1H-pyrimidine-2,4-dione

Guidance literature:: With sodium methylate; In methanol; Yield given; Ambient temperature;
DOI:10.1016/S0040-4039(98)01087-9

Reference yield:

: Benzoic acid (2Z,4E)-(S)-1-[(2S,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydro-furan-2-yl]-5-phenyl-penta-2,4-dienyl ester

: 212829-38-4
1-[(2R,3R,3aR,5S,7S,7aR)-3-(tert-Butyl-dimethyl-silanyloxy)-7-hydroxy-5-((E)-styryl)-hexahydro-furo[3,2-b]pyran-2-yl]-1H-pyrimidine-2,4-dione

Guidance literature:: Multi-step reaction with 6 steps

1: 73 percent / CH₂Cl₂; acetonitrile / 0 °C

2: 79 percent

3: 90 percent / Bu₃SnH, Et₃B, O₂ / toluene / -78 °C

4: Bu₄NF / tetrahydrofuran / Ambient temperature

5: imidazole / dimethylformamide / 60 °C

6: NaOMe / methanol / Ambient temperature

With 1H-imidazole; triethyl borane; tetrabutyl ammonium fluoride; oxygen; tri-n-butyl-tin hydride; sodium methylate; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1016/S0040-4039(98)01087-9

Reference yield:

: Benzoic acid (2R,3R,3aS,5S,7S,7aR)-2-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-hydroxy-5-((E)-styryl)-hexahydro-furo[3,2-b]pyran-7-yl ester

: 212829-38-4
1-[(2R,3R,3aR,5S,7S,7aR)-3-(tert-Butyl-dimethyl-silanyloxy)-7-hydroxy-5-((E)-styryl)-hexahydro-furo[3,2-b]pyran-2-yl]-1H-pyrimidine-2,4-dione

Guidance literature:: Multi-step reaction with 2 steps

1: imidazole / dimethylformamide / 60 °C

2: NaOMe / methanol / Ambient temperature

With 1H-imidazole; sodium methylate; In methanol; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(98)01087-9