Acetic acid (2R,3S,5R)-2-[[(2R,3S,5R)-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2-hydroxymethyl-tetrahydro-furan-3-yloxy]-(1-methyl-2-oxo-propoxy)-phosphoryloxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester

Base Information

• Chemical Name: Acetic acid (2R,3S,5R)-2-[[(2R,3S,5R)-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2-hydroxymethyl-tetrahydro-furan-3-yloxy]-(1-methyl-2-oxo-propoxy)-phosphoryloxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester
• CAS No.: 87471-48-5
• Molecular Formula: C₃₂H₃₈N₅O₁₄P
• Molecular Weight: 747.653

Synonyms:Acetic acid (2R,3S,5R)-2-[[(2R,3S,5R)-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2-hydroxymethyl-tetrahydro-furan-3-yloxy]-(1-methyl-2-oxo-propoxy)-phosphoryloxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester

Chemical Property of Acetic acid (2R,3S,5R)-2-[[(2R,3S,5R)-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2-hydroxymethyl-tetrahydro-furan-3-yloxy]-(1-methyl-2-oxo-propoxy)-phosphoryloxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester

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Technology Process of Acetic acid (2R,3S,5R)-2-[[(2R,3S,5R)-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2-hydroxymethyl-tetrahydro-furan-3-yloxy]-(1-methyl-2-oxo-propoxy)-phosphoryloxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester

There total 3 articles about Acetic acid (2R,3S,5R)-2-[[(2R,3S,5R)-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2-hydroxymethyl-tetrahydro-furan-3-yloxy]-(1-methyl-2-oxo-propoxy)-phosphoryloxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl 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: 83.0%

C52H54N5O15P (87471-39-4) → Acetic acid (2R,3S,5R)-2-[[(2R,3S,5R)-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2-hydroxymethyl-tetrahydro-furan-3-yloxy]-(1-methyl-2-oxo-propoxy)-phosphoryloxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester (87471-48-5)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 0 ℃; for 0.333333h;

DOI:10.1016/S0040-4020(01)91932-5

Reference yield:

3'-O-acetylthymidine (21090-30-2) → Acetic acid (2R,3S,5R)-2-[[(2R,3S,5R)-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2-hydroxymethyl-tetrahydro-furan-3-yloxy]-(1-methyl-2-oxo-propoxy)-phosphoryloxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester (87471-48-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) triethylamine 2.) triethylamine / 1.) at 20 degC for 2 h, dichloromethane 2.) at 0 degc for 15 h, at 20 degc for 2 h., dichloromethane

2: 83 percent / trifluoroacetic acid / CH₂Cl₂ / 0.33 h / 0 °C

With triethylamine; trifluoroacetic acid; In dichloromethane;

DOI:10.1016/S0040-4020(01)91932-5

Reference yield:

N4-Benzoyl-5'-O-monomethoxytrityl-2'-deoxycytidine (60920-99-2) → Acetic acid (2R,3S,5R)-2-[[(2R,3S,5R)-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2-hydroxymethyl-tetrahydro-furan-3-yloxy]-(1-methyl-2-oxo-propoxy)-phosphoryloxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester (87471-48-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) triethylamine 2.) triethylamine / 1.) at 20 degC for 2 h, dichloromethane 2.) at 0 degc for 15 h, at 20 degc for 2 h., dichloromethane

2: 83 percent / trifluoroacetic acid / CH₂Cl₂ / 0.33 h / 0 °C

With triethylamine; trifluoroacetic acid; In dichloromethane;

DOI:10.1016/S0040-4020(01)91932-5

upstream raw materials:

C₅₂H₅₄N₅O₁₅P

3'-O-acetylthymidine

N⁴-Benzoyl-5'-O-monomethoxytrityl-2'-deoxycytidine

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