{(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 benzyl ester

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Chemical Name:{(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 benzyl ester
CAS No.:329326-45-6
Molecular Formula:C₃₄H₃₇N₆O₁₂P
Molecular Weight:752.675
Hs Code.:

{(2-{[5-(4-benzoylamino-2-oxo-2<i>H</i>-pyrimidin-1-yl)-2-hydroxymethyl-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 benzyl ester

Synonyms:{(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 benzyl ester

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Chemical Property of {(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 benzyl ester

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Technology Process of {(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 benzyl ester

There total 5 articles about {(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 benzyl 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: 63.0%

: 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

: 329326-45-6
{(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 benzyl ester

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 86h;
DOI:10.1016/S0968-0896(00)00230-3

Reference yield:

: 20924-05-4
thymidyl acetic acid

: 329326-45-6
{(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 benzyl ester

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: 63 percent / Bu₄NF / tetrahydrofuran / 86 h / 20 °C

With dmap; 1-hydroxy-pyrrolidine-2,5-dione; trimethylsilyl bromide; tetrabutyl ammonium fluoride; triethylamine carbonate; 1-Adamantanecarbonyl chloride; dicyclohexyl-carbodiimide; In tetrahydrofuran; pyridine; 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

: 329326-45-6
{(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 benzyl ester

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: 63 percent / Bu₄NF / tetrahydrofuran / 86 h / 20 °C

With dmap; trimethylsilyl bromide; tetrabutyl ammonium fluoride; triethylamine carbonate; 1-Adamantanecarbonyl chloride; dicyclohexyl-carbodiimide; In tetrahydrofuran; pyridine; dichloromethane; acetonitrile;
DOI:10.1016/S0968-0896(00)00230-3