Methoxy-acetic acid (2R,3S,5R)-5-(3-benzoyl-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl ester

Base Information

• Chemical Name: Methoxy-acetic acid (2R,3S,5R)-5-(3-benzoyl-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl ester
• CAS No.: 130867-58-2
• Molecular Formula: C₄₁H₄₀N₂O₁₀
• Molecular Weight: 720.776

Synonyms:Methoxy-acetic acid (2R,3S,5R)-5-(3-benzoyl-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl ester

Chemical Property of Methoxy-acetic acid (2R,3S,5R)-5-(3-benzoyl-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl ester

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Technology Process of Methoxy-acetic acid (2R,3S,5R)-5-(3-benzoyl-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl ester

There total 2 articles about Methoxy-acetic acid (2R,3S,5R)-5-(3-benzoyl-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-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:

5'-O-(4-4'-dimethoxytrityl)thymidine (40615-39-2) → Methoxy-acetic acid (2R,3S,5R)-5-(3-benzoyl-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl ester (130867-58-2)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / 2 h / 20 °C

2: N,N-diisopropylethylamine (DIPEA) / pyridine / 1 h / Ambient temperature

With pyridine; N-ethyl-N,N-diisopropylamine; In pyridine;

DOI:10.1016/S0040-4020(01)86429-2

Reference yield:

5’-O-dimethoxytrityl-3’-O-methoxyacetylthymidine (130867-57-1) + benzoyl chloride (98-88-4) → Methoxy-acetic acid (2R,3S,5R)-5-(3-benzoyl-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl ester (130867-58-2)

Guidance literature:

Reference yield: 85.0%

Methoxy-acetic acid (2R,3S,5R)-5-(3-benzoyl-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl ester (130867-58-2) → 3'-O-methoxyacetyl-N3-benzoyl-thymidine (130867-61-7)

Guidance literature:

With acetic acid; at 50 ℃; for 0.5h;

DOI:10.1016/S0040-4020(01)86429-2

upstream raw materials:

5’-O-dimethoxytrityl-3’-O-methoxyacetylthymidine

benzoyl chloride

5'-O-(4-4'-dimethoxytrityl)thymidine

Downstream raw materials:

3'-O-methoxyacetyl-N³-benzoyl-thymidine

5'-O-(4-4'-dimethoxytrityl)-N³-benzoyl thymidine

5'-O-dimethoxytrityl-3'-O-methylthiomethyl-N³-benzoyl-thymidine

5'-O-dimethoxytrityl-3'-O-(4-pentenyloxymethyl)-N³-benzoyl-thymidine

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