{(2-{[5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-3-yloxy]-hydroxy-phosphoryl}-ethyl)-[(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-amino}-acetic acid

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Chemical Name:{(2-{[5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-3-yloxy]-hydroxy-phosphoryl}-ethyl)-[(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-amino}-acetic acid
CAS No.:329326-39-8
Molecular Formula:C₃₃H₄₅N₆O₁₂PSi
Molecular Weight:776.813
Hs Code.:

{(2-{[5-(4-benzoylamino-2-oxo-2<i>H</i>-pyrimidin-1-yl)-2-(<i>tert</i>-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-3-yloxy]-hydroxy-phosphoryl}-ethyl)-[(5-methyl-2,4-dioxo-3,4-dihydro-2<i>H</i>-pyrimidin-1-yl)-acetyl]-amino}-acetic acid

Synonyms:{(2-{[5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-3-yloxy]-hydroxy-phosphoryl}-ethyl)-[(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-amino}-acetic acid

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Chemical Property of {(2-{[5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-3-yloxy]-hydroxy-phosphoryl}-ethyl)-[(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-amino}-acetic acid

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Technology Process of {(2-{[5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-3-yloxy]-hydroxy-phosphoryl}-ethyl)-[(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-amino}-acetic acid

There total 5 articles about {(2-{[5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-3-yloxy]-hydroxy-phosphoryl}-ethyl)-[(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-amino}-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: 39.0%

: 329326-35-4
benzyl N-(2-((4-N-benzoyl-5'-O-(tert-butyldimethylsilyl)-2'-deoxycytidin-3'-O-yl)phosphonyl)ethyl)-N-(thymin-1-ylacetyl)glycinate

: 329326-40-1
{(2-{[5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2-hydroxymethyl-tetrahydro-furan-3-yloxy]-hydroxy-phosphoryl}-ethyl)-[(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-amino}-acetic acid

: 329326-39-8
{(2-{[5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-3-yloxy]-hydroxy-phosphoryl}-ethyl)-[(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-amino}-acetic acid

Guidance literature:: With hydrogen; sodium hydrogencarbonate; palladium on activated charcoal; In ethanol; at 20 ℃; for 4.5h; under 1034.3 Torr;
DOI:10.1016/S0968-0896(00)00230-3

Reference yield:

: 20924-05-4
thymidyl acetic acid

: 329326-39-8
{(2-{[5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-3-yloxy]-hydroxy-phosphoryl}-ethyl)-[(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-amino}-acetic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: N-hydroxysuccinimide; dicyclohexylcarbodiimide / dimethylformamide; acetonitrile / 5 h

1.2: 73 percent / Et₃N / dimethylformamide; acetonitrile / 6 h / 20 °C

2.1: 85 percent / dicyclohexylcarbodiimide; 4-dimethylaminopyridine / acetonitrile / 3 h / 20 °C

3.1: Me₃SiBr / CH₂Cl₂ / 3 h

3.2: 87 percent / aq. triethylammonium bicarbonate / CH₂Cl₂ / 0.08 h

4.1: 50 percent / aq. triethylammonium bicarbonate; 1-adamantanecarbonyl chloride / pyridine / 93 h / 20 °C

5.1: 39 percent / H₂; NaHCO₃ / Pd/C / ethanol / 4.5 h / 20 °C / 1034.3 Torr

With dmap; 1-hydroxy-pyrrolidine-2,5-dione; trimethylsilyl bromide; hydrogen; triethylamine carbonate; 1-Adamantanecarbonyl chloride; sodium hydrogencarbonate; dicyclohexyl-carbodiimide; palladium on activated charcoal; In pyridine; ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0968-0896(00)00230-3

Reference yield:

: 329326-33-2
N-(2-(diethylphosphonyl)ethyl)-N-(thymin-1-ylacetyl)glycine

: 329326-39-8
{(2-{[5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-3-yloxy]-hydroxy-phosphoryl}-ethyl)-[(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-amino}-acetic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: 85 percent / dicyclohexylcarbodiimide; 4-dimethylaminopyridine / acetonitrile / 3 h / 20 °C

2.1: Me₃SiBr / CH₂Cl₂ / 3 h

2.2: 87 percent / aq. triethylammonium bicarbonate / CH₂Cl₂ / 0.08 h

3.1: 50 percent / aq. triethylammonium bicarbonate; 1-adamantanecarbonyl chloride / pyridine / 93 h / 20 °C

4.1: 39 percent / H₂; NaHCO₃ / Pd/C / ethanol / 4.5 h / 20 °C / 1034.3 Torr

With dmap; trimethylsilyl bromide; hydrogen; triethylamine carbonate; 1-Adamantanecarbonyl chloride; sodium hydrogencarbonate; dicyclohexyl-carbodiimide; palladium on activated charcoal; In pyridine; ethanol; dichloromethane; acetonitrile;
DOI:10.1016/S0968-0896(00)00230-3