N-(1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrothiophen-2-yl)-2-oxo-1,2-dihydropyrimidin-4-yl)benzamide

Base Information

Chemical Name:N-(1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrothiophen-2-yl)-2-oxo-1,2-dihydropyrimidin-4-yl)benzamide
CAS No.:869347-14-8
Molecular Formula:C₁₆H₁₇N₃O₄S
Molecular Weight:347.395
Hs Code.:

Synonyms:N-(1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrothiophen-2-yl)-2-oxo-1,2-dihydropyrimidin-4-yl)benzamide

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Chemical Property of N-(1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrothiophen-2-yl)-2-oxo-1,2-dihydropyrimidin-4-yl)benzamide

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Technology Process of N-(1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrothiophen-2-yl)-2-oxo-1,2-dihydropyrimidin-4-yl)benzamide

There total 14 articles about N-(1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrothiophen-2-yl)-2-oxo-1,2-dihydropyrimidin-4-yl)benzamide 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: 93.0%

: 869347-13-7
N-(2-oxo-1-((6aR,8R,9aS)-2,2,4,4-tetraisopropyltetrahydro-6H-thieno[3,2-f][1,3,5,2,4]trioxadisilocin-8-yl)-1,2-dihydropyrimidin-4-yl)benzamide

: 869347-14-8
N-(1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrothiophen-2-yl)-2-oxo-1,2-dihydropyrimidin-4-yl)benzamide

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 3h;
DOI:10.1080/15257770.2020.1832694

Reference yield:

: C₂₈H₄₁N₃O₅SSi₂

: 869347-14-8
N-(1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrothiophen-2-yl)-2-oxo-1,2-dihydropyrimidin-4-yl)benzamide

Guidance literature:: Multi-step reaction with 3 steps

1: 3.6 g / LiBr; BF₃*OEt₂ / dioxane; diethyl ether / 50 °C

2: 95 percent / 2,2'-azobis(2,4-dimethyl-4-methoxyvaleronitrile); tributyltin hydride / CH₂Cl₂ / 20 °C

3: 80 percent / tetrabutylammonium fluoride; acetic acid / tetrahydrofuran / 0 °C

With 2,2’-azobis(4-methoxy-2,4-dimethyl)valeronitrile; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; tri-n-butyl-tin hydride; acetic acid; lithium bromide; In tetrahydrofuran; 1,4-dioxane; diethyl ether; dichloromethane;
DOI:10.1021/jo051248f

Reference yield:

: 869347-12-6
N⁴-benzoyl-1-[2-bromo-2-deoxy-3,5-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-4-thio-β-D-ribofuranosyl]cytosine

: 869347-14-8
N-(1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrothiophen-2-yl)-2-oxo-1,2-dihydropyrimidin-4-yl)benzamide

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / 2,2'-azobis(2,4-dimethyl-4-methoxyvaleronitrile); tributyltin hydride / CH₂Cl₂ / 20 °C

2: 80 percent / tetrabutylammonium fluoride; acetic acid / tetrahydrofuran / 0 °C

With 2,2’-azobis(4-methoxy-2,4-dimethyl)valeronitrile; tetrabutyl ammonium fluoride; tri-n-butyl-tin hydride; acetic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo051248f