Benzoic acid (2S,3S,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-(tetrahydro-pyran-2-yloxy)-2-(tetrahydro-pyran-2-yloxymethyl)-tetrahydro-furan-2-ylmethyl ester

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Chemical Name:Benzoic acid (2S,3S,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-(tetrahydro-pyran-2-yloxy)-2-(tetrahydro-pyran-2-yloxymethyl)-tetrahydro-furan-2-ylmethyl ester
CAS No.:183064-05-3
Molecular Formula:C₂₈H₃₆N₂O₉
Molecular Weight:544.602
Hs Code.:

Benzoic acid (2S,3S,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-(tetrahydro-pyran-2-yloxy)-2-(tetrahydro-pyran-2-yloxymethyl)-tetrahydro-furan-2-ylmethyl ester

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Chemical Property of Benzoic acid (2S,3S,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-(tetrahydro-pyran-2-yloxy)-2-(tetrahydro-pyran-2-yloxymethyl)-tetrahydro-furan-2-ylmethyl ester

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Technology Process of Benzoic acid (2S,3S,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-(tetrahydro-pyran-2-yloxy)-2-(tetrahydro-pyran-2-yloxymethyl)-tetrahydro-furan-2-ylmethyl ester

There total 8 articles about Benzoic acid (2S,3S,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-(tetrahydro-pyran-2-yloxy)-2-(tetrahydro-pyran-2-yloxymethyl)-tetrahydro-furan-2-ylmethyl 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:

: 76054-81-4
3'-O-(4,4'-dimethoxytrityl)thymidine

: 183064-05-3
Benzoic acid (2S,3S,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-(tetrahydro-pyran-2-yloxy)-2-(tetrahydro-pyran-2-yloxymethyl)-tetrahydro-furan-2-ylmethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: TFA, pyridine, DCC, DMSO / Ambient temperature

2: NaOH / dioxane; H₂O / Ambient temperature

3: 80percent AcOH / 2 h / 45 °C

4: pyridine / 2 h / 0 °C

5: TsOH / CH₂Cl₂ / 2 h / Ambient temperature

With pyridine; sodium hydroxide; toluene-4-sulfonic acid; acetic acid; dimethyl sulfoxide; dicyclohexyl-carbodiimide; trifluoroacetic acid; In 1,4-dioxane; dichloromethane; water;
DOI:10.1016/0040-4039(96)01432-3

Reference yield:

: 63861-63-2
4'-hydroxymethyl-thymidine

: 183064-05-3
Benzoic acid (2S,3S,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-(tetrahydro-pyran-2-yloxy)-2-(tetrahydro-pyran-2-yloxymethyl)-tetrahydro-furan-2-ylmethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: pyridine / 2 h / 0 °C

2: TsOH / CH₂Cl₂ / 2 h / Ambient temperature

With pyridine; toluene-4-sulfonic acid; In dichloromethane;
DOI:10.1016/0040-4039(96)01432-3

Reference yield:

: 40733-28-6
5'-tert-butyldimethylsilyloxy-2'-deoxythymidine

: 183064-05-3
Benzoic acid (2S,3S,5R)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-(tetrahydro-pyran-2-yloxy)-2-(tetrahydro-pyran-2-yloxymethyl)-tetrahydro-furan-2-ylmethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: pyridine / 20 h / 50 °C

2: TBAF / tetrahydrofuran

3: TFA, pyridine, DCC, DMSO / Ambient temperature

4: NaOH / dioxane; H₂O / Ambient temperature

5: 80percent AcOH / 2 h / 45 °C

6: pyridine / 2 h / 0 °C

7: TsOH / CH₂Cl₂ / 2 h / Ambient temperature

With pyridine; sodium hydroxide; tetrabutyl ammonium fluoride; toluene-4-sulfonic acid; acetic acid; dimethyl sulfoxide; dicyclohexyl-carbodiimide; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water;
DOI:10.1016/0040-4039(96)01432-3