(±)-5-{3-[2-cyclohexyl-4-(2,2,2-trifluoro-1-methoxyethyl)-1H-imidazol-1-yl]prop-1-yn-1-yl}-1-(tetrahydrothien-2-yl)cytosine

Base Information

Chemical Name:(±)-5-{3-[2-cyclohexyl-4-(2,2,2-trifluoro-1-methoxyethyl)-1H-imidazol-1-yl]prop-1-yn-1-yl}-1-(tetrahydrothien-2-yl)cytosine
CAS No.:1452818-89-1
Molecular Formula:C₂₃H₂₈F₃N₅O₂S
Molecular Weight:495.569
Hs Code.:

Synonyms:(±)-5-{3-[2-cyclohexyl-4-(2,2,2-trifluoro-1-methoxyethyl)-1H-imidazol-1-yl]prop-1-yn-1-yl}-1-(tetrahydrothien-2-yl)cytosine

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Chemical Property of (±)-5-{3-[2-cyclohexyl-4-(2,2,2-trifluoro-1-methoxyethyl)-1H-imidazol-1-yl]prop-1-yn-1-yl}-1-(tetrahydrothien-2-yl)cytosine

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Technology Process of (±)-5-{3-[2-cyclohexyl-4-(2,2,2-trifluoro-1-methoxyethyl)-1H-imidazol-1-yl]prop-1-yn-1-yl}-1-(tetrahydrothien-2-yl)cytosine

There total 7 articles about (±)-5-{3-[2-cyclohexyl-4-(2,2,2-trifluoro-1-methoxyethyl)-1H-imidazol-1-yl]prop-1-yn-1-yl}-1-(tetrahydrothien-2-yl)cytosine 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: 47.0%

: 945980-58-5
(±)-5-iodo-1-(tetrahydrothien-2-yl)cytosine

: 1452818-87-9
(±)-2-cyclohexyl-1-(prop-2-yn-1-yl)-4-(2,2,2-trifluoro-1-methoxyethyl)-1H-imidazole

: 1452818-89-1
(±)-5-{3-[2-cyclohexyl-4-(2,2,2-trifluoro-1-methoxyethyl)-1H-imidazol-1-yl]prop-1-yn-1-yl}-1-(tetrahydrothien-2-yl)cytosine

Guidance literature:: With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In N,N-dimethyl-formamide; at 25 ℃; for 7h; Inert atmosphere;
DOI:10.1002/ejoc.201201467

Reference yield:

: 1452818-82-4
(±)-2-cyclohexyl-N,N-dimethyl-5-(2,2,2-trifluoro-1-methoxyethyl)-1H-imidazole-1-sulfonamide

: 1452818-89-1
(±)-5-{3-[2-cyclohexyl-4-(2,2,2-trifluoro-1-methoxyethyl)-1H-imidazol-1-yl]prop-1-yn-1-yl}-1-(tetrahydrothien-2-yl)cytosine

Guidance literature:: Multi-step reaction with 3 steps

1: hydrogenchloride / water / 7 h / 25 °C / Inert atmosphere

2: caesium carbonate / N,N-dimethyl-formamide / 8.5 h / 0 - 25 °C / Inert atmosphere

3: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine / N,N-dimethyl-formamide / 7 h / 25 °C / Inert atmosphere

With hydrogenchloride; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; caesium carbonate; triethylamine; In water; N,N-dimethyl-formamide; 3: |Sonogashira Cross-Coupling;
DOI:10.1002/ejoc.201201467

Reference yield:

: 2043-61-0
cyclohexanecarbaldehyde

: 1452818-89-1
(±)-5-{3-[2-cyclohexyl-4-(2,2,2-trifluoro-1-methoxyethyl)-1H-imidazol-1-yl]prop-1-yn-1-yl}-1-(tetrahydrothien-2-yl)cytosine

Guidance literature:: Multi-step reaction with 8 steps

1.1: ammonium bicarbonate / water / 18 h / 25 °C / Inert atmosphere

2.1: triethylamine / dichloromethane / 14 h / 25 °C / Inert atmosphere

3.1: n-butyllithium / tetrahydrofuran; hexane / 1.42 h / -78 °C / Inert atmosphere

3.2: 3 h / -78 - 25 °C / Inert atmosphere

4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0 - 25 °C / Inert atmosphere

5.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h / 0 - 25 °C / Inert atmosphere

5.2: 16 h / 25 °C / Inert atmosphere

6.1: hydrogenchloride / water / 7 h / 25 °C / Inert atmosphere

7.1: caesium carbonate / N,N-dimethyl-formamide / 8.5 h / 0 - 25 °C / Inert atmosphere

8.1: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine / N,N-dimethyl-formamide / 7 h / 25 °C / Inert atmosphere

With hydrogenchloride; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; n-butyllithium; tetrabutyl ammonium fluoride; sodium hydride; ammonium bicarbonate; caesium carbonate; triethylamine; In tetrahydrofuran; hexane; dichloromethane; water; N,N-dimethyl-formamide; mineral oil; 8.1: |Sonogashira Cross-Coupling;
DOI:10.1002/ejoc.201201467