5-[5-(3-benzyloxycarbonyloxy-4-oxo-chromen-2-yl)-thiophen-2-yl-ethynyl]-1,3-N,N-dimethyluracil

Base Information

Chemical Name:5-[5-(3-benzyloxycarbonyloxy-4-oxo-chromen-2-yl)-thiophen-2-yl-ethynyl]-1,3-N,N-dimethyluracil
CAS No.:1579299-26-5
Molecular Formula:C₂₉H₂₀N₂O₇S
Molecular Weight:540.553
Hs Code.:

Synonyms:5-[5-(3-benzyloxycarbonyloxy-4-oxo-chromen-2-yl)-thiophen-2-yl-ethynyl]-1,3-N,N-dimethyluracil

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Chemical Property of 5-[5-(3-benzyloxycarbonyloxy-4-oxo-chromen-2-yl)-thiophen-2-yl-ethynyl]-1,3-N,N-dimethyluracil

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Technology Process of 5-[5-(3-benzyloxycarbonyloxy-4-oxo-chromen-2-yl)-thiophen-2-yl-ethynyl]-1,3-N,N-dimethyluracil

There total 6 articles about 5-[5-(3-benzyloxycarbonyloxy-4-oxo-chromen-2-yl)-thiophen-2-yl-ethynyl]-1,3-N,N-dimethyluracil 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%

: 1579299-25-4
3-benzyloxycarbonyloxy-2-(5-bromothiophen-2-yl)-chromen-4-one

: 153843-73-3
5-ethynyl-1,3-dimethyl-pyrimidine-2,4-(1H,3H)-dione

: 1579299-26-5
5-[5-(3-benzyloxycarbonyloxy-4-oxo-chromen-2-yl)-thiophen-2-yl-ethynyl]-1,3-N,N-dimethyluracil

Guidance literature:: With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 55 ℃; for 5h; Inert atmosphere;
DOI:10.1002/chem.201303399

Reference yield:

: 4701-17-1
5-bromo-2-thiophencarboxaldehyde

: 1579299-26-5
5-[5-(3-benzyloxycarbonyloxy-4-oxo-chromen-2-yl)-thiophen-2-yl-ethynyl]-1,3-N,N-dimethyluracil

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydroxide / ethanol / 48 h / 20 °C / Inert atmosphere

1.2: 7 h / 20 °C

2.1: potassium hydroxide; 18-crown-6 ether / dichloromethane / 1 h / 20 °C / Inert atmosphere

3.1: bis-triphenylphosphine-palladium(II) chloride; N-ethyl-N,N-diisopropylamine; copper(l) iodide / tetrahydrofuran / 5 h / 55 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; 18-crown-6 ether; N-ethyl-N,N-diisopropylamine; potassium hydroxide; sodium hydroxide; In tetrahydrofuran; ethanol; dichloromethane; 1.1: |Algar-Flynn-Olyamada Reaction / 1.2: |Algar-Flynn-Olyamada Reaction / 3.1: |Sonogashira Cross-Coupling;
DOI:10.1002/chem.201303399

Reference yield:

: 1231211-15-6
2-(5-bromothiophen-2-yl)-3-hydroxy-4H-chromen-4-one

: 1579299-26-5
5-[5-(3-benzyloxycarbonyloxy-4-oxo-chromen-2-yl)-thiophen-2-yl-ethynyl]-1,3-N,N-dimethyluracil

Guidance literature:: Multi-step reaction with 2 steps

1: potassium hydroxide; 18-crown-6 ether / dichloromethane / 1 h / 20 °C / Inert atmosphere

2: bis-triphenylphosphine-palladium(II) chloride; N-ethyl-N,N-diisopropylamine; copper(l) iodide / tetrahydrofuran / 5 h / 55 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; 18-crown-6 ether; N-ethyl-N,N-diisopropylamine; potassium hydroxide; In tetrahydrofuran; dichloromethane; 2: |Sonogashira Cross-Coupling;
DOI:10.1002/chem.201303399