tert-butyl [N³-(4-methoxybenzyl)-5-(3,3-bis(trifluoromethyl)-4,4,4-trifluoro-1-butynyl)uracil-N₁-yl]acetate

Base Information

• Chemical Name: tert-butyl [N³-(4-methoxybenzyl)-5-(3,3-bis(trifluoromethyl)-4,4,4-trifluoro-1-butynyl)uracil-N₁-yl]acetate
• CAS No.: 1434143-42-6
• Molecular Formula: C₂₄H₂₁F₉N₂O₅
• Molecular Weight: 588.427

Synonyms:tert-butyl [N³-(4-methoxybenzyl)-5-(3,3-bis(trifluoromethyl)-4,4,4-trifluoro-1-butynyl)uracil-N₁-yl]acetate

Chemical Property of tert-butyl [N³-(4-methoxybenzyl)-5-(3,3-bis(trifluoromethyl)-4,4,4-trifluoro-1-butynyl)uracil-N₁-yl]acetate

Chemical Property:

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Technology Process of tert-butyl [N³-(4-methoxybenzyl)-5-(3,3-bis(trifluoromethyl)-4,4,4-trifluoro-1-butynyl)uracil-N₁-yl]acetate

There total 3 articles about tert-butyl [N³-(4-methoxybenzyl)-5-(3,3-bis(trifluoromethyl)-4,4,4-trifluoro-1-butynyl)uracil-N₁-yl]acetate 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: 59.0%

tert-butyl [N3-(4-methoxybenzyl)-5-iodoracil-N1-yl]acetate + 3,3-bis-(trifluoromethyl)-4,4,4-trifluoro-1-butyne (14115-48-1) → tert-butyl [N3-(4-methoxybenzyl)-5-(3,3-bis(trifluoromethyl)-4,4,4-trifluoro-1-butynyl)uracil-N1-yl]acetate (1434143-42-6)

Guidance literature:

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/jo400014y

Reference yield:

bromoacetic acid tert-butyl ester (5292-43-3) → tert-butyl [N3-(4-methoxybenzyl)-5-(3,3-bis(trifluoromethyl)-4,4,4-trifluoro-1-butynyl)uracil-N1-yl]acetate (1434143-42-6)

Guidance literature:

Multi-step reaction with 3 steps

1: N,N-dimethyl-formamide / 20 °C

2: sodium hydride / N,N-dimethyl-formamide; mineral oil / 20 °C

3: copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydride; In N,N-dimethyl-formamide; mineral oil; 3: |Sonogashira Cross-Coupling;

DOI:10.1021/jo400014y

Reference yield:

N1-(tert-butoxycarbonylmethyl)-5-iodouracil (207724-94-5) → tert-butyl [N3-(4-methoxybenzyl)-5-(3,3-bis(trifluoromethyl)-4,4,4-trifluoro-1-butynyl)uracil-N1-yl]acetate (1434143-42-6)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 20 °C

2: copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydride; In N,N-dimethyl-formamide; mineral oil; 2: |Sonogashira Cross-Coupling;

DOI:10.1021/jo400014y

upstream raw materials:

3,3-bis-(trifluoromethyl)-4,4,4-trifluoro-1-butyne

N¹-(tert-butoxycarbonylmethyl)-5-iodouracil

bromoacetic acid tert-butyl ester

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