N-[1-((2R,3R,4R,5R)-4-Hydroxy-5-hydroxymethyl-3-prop-2-ynyloxy-tetrahydro-furan-2-yl)-2-oxo-1,2-dihydro-pyrimidin-4-yl]-benzamide

Base Information

Chemical Name:N-[1-((2R,3R,4R,5R)-4-Hydroxy-5-hydroxymethyl-3-prop-2-ynyloxy-tetrahydro-furan-2-yl)-2-oxo-1,2-dihydro-pyrimidin-4-yl]-benzamide
CAS No.:210096-41-6
Molecular Formula:C₁₉H₁₉N₃O₆
Molecular Weight:385.376
Hs Code.:

Synonyms:N-[1-((2R,3R,4R,5R)-4-Hydroxy-5-hydroxymethyl-3-prop-2-ynyloxy-tetrahydro-furan-2-yl)-2-oxo-1,2-dihydro-pyrimidin-4-yl]-benzamide

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Chemical Property of N-[1-((2R,3R,4R,5R)-4-Hydroxy-5-hydroxymethyl-3-prop-2-ynyloxy-tetrahydro-furan-2-yl)-2-oxo-1,2-dihydro-pyrimidin-4-yl]-benzamide

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Technology Process of N-[1-((2R,3R,4R,5R)-4-Hydroxy-5-hydroxymethyl-3-prop-2-ynyloxy-tetrahydro-furan-2-yl)-2-oxo-1,2-dihydro-pyrimidin-4-yl]-benzamide

There total 1 articles about N-[1-((2R,3R,4R,5R)-4-Hydroxy-5-hydroxymethyl-3-prop-2-ynyloxy-tetrahydro-furan-2-yl)-2-oxo-1,2-dihydro-pyrimidin-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: 91.0%

: 210096-40-5
N-[2-Oxo-1-((2R,3R,3aR,9aR)-5,5,7,7-tetraisopropyl-3-prop-2-ynyloxy-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-1,2-dihydro-pyrimidin-4-yl]-benzamide

: 210096-41-6
N-[1-((2R,3R,4R,5R)-4-Hydroxy-5-hydroxymethyl-3-prop-2-ynyloxy-tetrahydro-furan-2-yl)-2-oxo-1,2-dihydro-pyrimidin-4-yl]-benzamide

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 0.25h; Ambient temperature;
DOI:10.1016/S0040-4020(98)00271-3

Reference yield: 93.0%

: 40615-36-9
4,4'-dimethoxytrityl chloride

: 210096-41-6
N-[1-((2R,3R,4R,5R)-4-Hydroxy-5-hydroxymethyl-3-prop-2-ynyloxy-tetrahydro-furan-2-yl)-2-oxo-1,2-dihydro-pyrimidin-4-yl]-benzamide

: 4-(benzoylamino)-1-[5-O-(4,4'-dimethoxytrityl)-2-O-(propargyl)-β-D-ribofuranosyl]-2H-pyrimidin-2-one

Guidance literature:: With triethylamine; In pyridine; for 5h; Ambient temperature;
DOI:10.1016/S0040-4020(98)00271-3

Reference yield:

: 210096-41-6
N-[1-((2R,3R,4R,5R)-4-Hydroxy-5-hydroxymethyl-3-prop-2-ynyloxy-tetrahydro-furan-2-yl)-2-oxo-1,2-dihydro-pyrimidin-4-yl]-benzamide

: 4-(benzoylamino)-1-[5-O-(4,4'-dimethoxytrityl)-2-O-(propargyl)-β-D-ribofuranosyl]-2H-pyrimidin-2-one 3-O-(2-cyanoethyl)-N,N-diisopropylphosphoramidite

Guidance literature:: Multi-step reaction with 2 steps

1: 93 percent / Et₃N / pyridine / 5 h / Ambient temperature

2: 85 percent / (i-Pr)2NEt / 1,2-dichloro-ethane / 1 h / Ambient temperature

With triethylamine; N-ethyl-N,N-diisopropylamine; In pyridine; 1,2-dichloro-ethane;
DOI:10.1016/S0040-4020(98)00271-3