Thiocarbonic acid O-[(2R,3R,4S,5S)-5-(tert-butyl-dimethyl-silanyloxymethyl)-4-cyano-2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester O-phenyl ester

Base Information

Chemical Name:Thiocarbonic acid O-[(2R,3R,4S,5S)-5-(tert-butyl-dimethyl-silanyloxymethyl)-4-cyano-2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester O-phenyl ester
CAS No.:118222-09-6
Molecular Formula:C₂₄H₃₁N₃O₆SSi
Molecular Weight:517.678
Hs Code.:

Thiocarbonic acid O-[(2R,3R,4S,5S)-5-(tert-butyl-dimethyl-silanyloxymethyl)-4-cyano-2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester O-phenyl ester

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Chemical Property of Thiocarbonic acid O-[(2R,3R,4S,5S)-5-(tert-butyl-dimethyl-silanyloxymethyl)-4-cyano-2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester O-phenyl ester

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Technology Process of Thiocarbonic acid O-[(2R,3R,4S,5S)-5-(tert-butyl-dimethyl-silanyloxymethyl)-4-cyano-2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester O-phenyl ester

There total 9 articles about Thiocarbonic acid O-[(2R,3R,4S,5S)-5-(tert-butyl-dimethyl-silanyloxymethyl)-4-cyano-2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester O-phenyl ester 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:

: 117174-33-1
1-<2,5-bis-O-(tert-butyldimethylsilyl)-β-D-erythro-pentofuran-3-ulosyl>thymine

: 118222-09-6
Thiocarbonic acid O-[(2R,3R,4S,5S)-5-(tert-butyl-dimethyl-silanyloxymethyl)-4-cyano-2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester O-phenyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: sodium bicarbonate / H₂O; diethyl ether / 16 h / 15 °C

2: 4-dimethylaminopyridone / acetonitrile / 2 h / Ambient temperature

3: α,α'-azobisisobutyronitrile, tributyltin hydride / toluene / 4 h / 70 °C

4: 61 percent / tetrabutylammonium fluoride trihydrate / tetrahydrofuran / 1 h / Ambient temperature

5: 93 percent / pyridine / 24 h / 18 °C

6: pyridine / CH₂Cl₂ / 2 h / Ambient temperature

With pyridine; 4-dimethylaminopyridone; azobisisobutyronitrile; tetrabutyl ammonium fluoride; tri-n-butyl-tin hydride; sodium hydrogencarbonate; In tetrahydrofuran; diethyl ether; dichloromethane; water; toluene; acetonitrile;
DOI:10.1016/S0040-4020(01)86194-9

Reference yield:

: 117174-35-3
1-(3'-C-cyano-3'-deoxy-β-D-xylo-pentofuranosyl)thymine

: 118222-09-6
Thiocarbonic acid O-[(2R,3R,4S,5S)-5-(tert-butyl-dimethyl-silanyloxymethyl)-4-cyano-2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester O-phenyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 93 percent / pyridine / 24 h / 18 °C

2: pyridine / CH₂Cl₂ / 2 h / Ambient temperature

With pyridine; In dichloromethane;
DOI:10.1016/S0040-4020(01)86194-9

Reference yield:

: 117174-34-2
1-(2',5'-di-O-(t-butyldimethylsilyl)-3'-C-cyano-3'-deoxy-β-D-xylo-pentoifuranosyl)thymine

: 118222-09-6
Thiocarbonic acid O-[(2R,3R,4S,5S)-5-(tert-butyl-dimethyl-silanyloxymethyl)-4-cyano-2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester O-phenyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 61 percent / tetrabutylammonium fluoride trihydrate / tetrahydrofuran / 1 h / Ambient temperature

2: 93 percent / pyridine / 24 h / 18 °C

3: pyridine / CH₂Cl₂ / 2 h / Ambient temperature

With pyridine; tetrabutyl ammonium fluoride; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4020(01)86194-9