N-(5-fluoro-2-((trimethylsilyl)oxy)pyrimidin-4-yl)-3,4,5-trimethoxybenzamide

Base Information

• Chemical Name: N-(5-fluoro-2-((trimethylsilyl)oxy)pyrimidin-4-yl)-3,4,5-trimethoxybenzamide
• CAS No.: 1380532-03-5
• Molecular Formula: C₁₇H₂₂FN₃O₅Si
• Molecular Weight: 395.463

Synonyms:N-(5-fluoro-2-((trimethylsilyl)oxy)pyrimidin-4-yl)-3,4,5-trimethoxybenzamide

Chemical Property of N-(5-fluoro-2-((trimethylsilyl)oxy)pyrimidin-4-yl)-3,4,5-trimethoxybenzamide

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Technology Process of N-(5-fluoro-2-((trimethylsilyl)oxy)pyrimidin-4-yl)-3,4,5-trimethoxybenzamide

There total 2 articles about N-(5-fluoro-2-((trimethylsilyl)oxy)pyrimidin-4-yl)-3,4,5-trimethoxybenzamide 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:

3,4,5-Trimethoxybenzoyl chloride (4521-61-3) → N-(5-fluoro-2-((trimethylsilyl)oxy)pyrimidin-4-yl)-3,4,5-trimethoxybenzamide (1380532-03-5)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / 100 °C

2: acetonitrile / 0.5 h / 75 °C

With pyridine; In acetonitrile;

DOI:10.1021/ol301324g

Reference yield:

N,O-bis-(trimethylsilyl)-acetamide (10416-59-8) + N-(5-fluoro-2-oxo-1,2-dihydropyrimidin-4-yl)-3,4,5-trimethoxybenzamide → N-(5-fluoro-2-((trimethylsilyl)oxy)pyrimidin-4-yl)-3,4,5-trimethoxybenzamide (1380532-03-5)

Guidance literature:

In acetonitrile; at 75 ℃; for 0.5h;

DOI:10.1021/ol301324g

Reference yield:

N-(5-fluoro-2-((trimethylsilyl)oxy)pyrimidin-4-yl)-3,4,5-trimethoxybenzamide (1380532-03-5) + 1,2,3-tri-O-acetyl-5-deoxy-β-D-ribofuranose (27821-07-4,27930-18-3,37076-71-4,62211-93-2,63903-44-6,76497-54-6) → Acetic acid (2R,3R,4R,5R)-4-acetoxy-2-[5-fluoro-2-oxo-4-(3,4,5-trimethoxy-benzoylamino)-2H-pyrimidin-1-yl]-5-methyl-tetrahydro-furan-3-yl ester (161599-31-1)

Guidance literature:

With 2,6-di-tert-butyl-4-methylpyridinium trifluoromethanesulfonate; In acetonitrile; at 140 ℃;

DOI:10.1021/ol301324g

upstream raw materials:

N,O-bis-(trimethylsilyl)-acetamide

3,4,5-Trimethoxybenzoyl chloride

Downstream raw materials:

5'-deoxy-5-fluoro-N⁴-(3,4,5-trimethoxybenzoyl)cytidine

Acetic acid (2R,3R,4R,5R)-4-acetoxy-2-[5-fluoro-2-oxo-4-(3,4,5-trimethoxy-benzoylamino)-2H-pyrimidin-1-yl]-5-methyl-tetrahydro-furan-3-yl ester

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