1-[(2R,4S,5R)-4-(tert-Butyl-diphenyl-silanyloxy)-5-(3-iodo-propyl)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

Base Information

Chemical Name:1-[(2R,4S,5R)-4-(tert-Butyl-diphenyl-silanyloxy)-5-(3-iodo-propyl)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione
CAS No.:192564-19-5
Molecular Formula:C₂₈H₃₅IN₂O₄Si
Molecular Weight:618.587
Hs Code.:

Synonyms:1-[(2R,4S,5R)-4-(tert-Butyl-diphenyl-silanyloxy)-5-(3-iodo-propyl)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

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Chemical Property of 1-[(2R,4S,5R)-4-(tert-Butyl-diphenyl-silanyloxy)-5-(3-iodo-propyl)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

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Technology Process of 1-[(2R,4S,5R)-4-(tert-Butyl-diphenyl-silanyloxy)-5-(3-iodo-propyl)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

There total 1 articles about 1-[(2R,4S,5R)-4-(tert-Butyl-diphenyl-silanyloxy)-5-(3-iodo-propyl)-tetrahydro-furan-2-yl]-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: 52.0%

: 158944-90-2
1-[(2R,4S,5R)-4-(tert-Butyl-diphenyl-silanyloxy)-5-(3-hydroxy-propyl)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

: 192564-19-5
1-[(2R,4S,5R)-4-(tert-Butyl-diphenyl-silanyloxy)-5-(3-iodo-propyl)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

Guidance literature:: With pyridine; iodine; triphenylphosphine; for 2h; Ambient temperature;
DOI:10.1016/S0960-894X(97)00269-2

Reference yield: 99.0%

: 603-35-0
triphenylphosphine

: 192564-19-5
1-[(2R,4S,5R)-4-(tert-Butyl-diphenyl-silanyloxy)-5-(3-iodo-propyl)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

: {3-[(2R,3S,5R)-3-(tert-Butyl-diphenyl-silanyloxy)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-propyl}-triphenyl-phosphonium; iodide

Guidance literature:: In acetonitrile; at 65 ℃; for 16h;
DOI:10.1016/S0960-894X(97)00269-2

Reference yield:

: 192564-19-5
1-[(2R,4S,5R)-4-(tert-Butyl-diphenyl-silanyloxy)-5-(3-iodo-propyl)-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

: C₄₄H₄₈N₄O₁₀

Guidance literature:: Multi-step reaction with 5 steps

1: 99 percent / acetonitrile / 16 h / 65 °C

2: 81 percent / (TMS)2NNa / tetrahydrofuran / 16 h / -78 - 20 °C

3: 100 percent / DDQ / CH₂Cl₂; H₂O / 4 h / Ambient temperature

4: 100 percent / Bu₄NF / tetrahydrofuran / 3 h / Ambient temperature

5: 63 percent / pyridine / 16 h / Ambient temperature

With pyridine; tetrabutyl ammonium fluoride; sodium hexamethyldisilazane; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; dichloromethane; water; acetonitrile;
DOI:10.1016/S0960-894X(97)00269-2