4-amino-1-(4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-(2-(2-methyl-5-phenylthiophen-3-yl)cyclopent-1-enyl)pyrimidin-2(1H)-one

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Chemical Name:4-amino-1-(4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-(2-(2-methyl-5-phenylthiophen-3-yl)cyclopent-1-enyl)pyrimidin-2(1H)-one
CAS No.:1430340-41-2
Molecular Formula:C₂₅H₂₇N₃O₄S
Molecular Weight:465.573
Hs Code.:

Synonyms:4-amino-1-(4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-(2-(2-methyl-5-phenylthiophen-3-yl)cyclopent-1-enyl)pyrimidin-2(1H)-one

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Chemical Property of 4-amino-1-(4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-(2-(2-methyl-5-phenylthiophen-3-yl)cyclopent-1-enyl)pyrimidin-2(1H)-one

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Technology Process of 4-amino-1-(4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-(2-(2-methyl-5-phenylthiophen-3-yl)cyclopent-1-enyl)pyrimidin-2(1H)-one

There total 8 articles about 4-amino-1-(4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-(2-(2-methyl-5-phenylthiophen-3-yl)cyclopent-1-enyl)pyrimidin-2(1H)-one 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: 80.0%

: 1229936-73-5
4,4,5,5-tetramethyl-2-(2-(2-methyl-5-phenylthiophen-3-yl)cyclopent-1-enyl)-1,3,2-dioxaborolane

: 611-53-0
5-Iodo-2'-deoxycytidine

: 1430340-41-2
4-amino-1-(4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-(2-(2-methyl-5-phenylthiophen-3-yl)cyclopent-1-enyl)pyrimidin-2(1H)-one

Guidance literature:: With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; caesium carbonate; In water; acetonitrile; at 120 ℃; for 1h;
DOI:10.1002/anie.202014878

Reference yield:

: (2-methyl-5-phenylthiophen-3-yl)boronic acid

: 1430340-41-2
4-amino-1-(4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-(2-(2-methyl-5-phenylthiophen-3-yl)cyclopent-1-enyl)pyrimidin-2(1H)-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate / water; tetrahydrofuran / Schlenk technique; Inert atmosphere; Reflux

2.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -78 °C / Schlenk technique; Inert atmosphere

2.2: 1 h / -78 °C / Schlenk technique; Inert atmosphere

3.1: caesium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / acetonitrile; water / 1 h / 120 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; n-butyllithium; sodium carbonate; caesium carbonate; In tetrahydrofuran; hexane; water; acetonitrile; 1.1: |Suzuki Coupling / 2.2: |Miyaura Borylation Reaction / 3.1: |Suzuki Coupling;
DOI:10.1002/anie.202014878

Reference yield:

: 61285-25-4
3-bromo-2-methyl-5-phenylthiophene

: 1430340-41-2
4-amino-1-(4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-(2-(2-methyl-5-phenylthiophen-3-yl)cyclopent-1-enyl)pyrimidin-2(1H)-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -78 °C / Schlenk technique; Inert atmosphere

1.2: 1 h / -78 °C / Schlenk technique; Inert atmosphere

2.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate / water; tetrahydrofuran / Schlenk technique; Inert atmosphere; Reflux

3.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -78 °C / Schlenk technique; Inert atmosphere

3.2: 1 h / -78 °C / Schlenk technique; Inert atmosphere

4.1: caesium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / acetonitrile; water / 1 h / 120 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; n-butyllithium; sodium carbonate; caesium carbonate; In tetrahydrofuran; hexane; water; acetonitrile; 2.1: |Suzuki Coupling / 3.2: |Miyaura Borylation Reaction / 4.1: |Suzuki Coupling;
DOI:10.1002/anie.202014878