1-[2-O-acetyl-5-O-(4,4'-dimehoxytrityl)-3-O,4-C-methylene-β-D-ribofuranosyl]-4-(1,2,4-triazol-1-yl)-2-pyrimidinone

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Chemical Name:1-[2-O-acetyl-5-O-(4,4'-dimehoxytrityl)-3-O,4-C-methylene-β-D-ribofuranosyl]-4-(1,2,4-triazol-1-yl)-2-pyrimidinone
CAS No.:195705-40-9
Molecular Formula:C₃₅H₃₃N₅O₈
Molecular Weight:651.676
Hs Code.:

Synonyms:1-[2-O-acetyl-5-O-(4,4'-dimehoxytrityl)-3-O,4-C-methylene-β-D-ribofuranosyl]-4-(1,2,4-triazol-1-yl)-2-pyrimidinone

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Chemical Property of 1-[2-O-acetyl-5-O-(4,4'-dimehoxytrityl)-3-O,4-C-methylene-β-D-ribofuranosyl]-4-(1,2,4-triazol-1-yl)-2-pyrimidinone

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Technology Process of 1-[2-O-acetyl-5-O-(4,4'-dimehoxytrityl)-3-O,4-C-methylene-β-D-ribofuranosyl]-4-(1,2,4-triazol-1-yl)-2-pyrimidinone

There total 9 articles about 1-[2-O-acetyl-5-O-(4,4'-dimehoxytrityl)-3-O,4-C-methylene-β-D-ribofuranosyl]-4-(1,2,4-triazol-1-yl)-2-pyrimidinone 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: 64.0%

: 288-88-0
1,2,4-Triazole

: 195705-38-5
2'-O-acetyl-5'-O-(4,4'-dimehoxytrityl)-3'-O,4'-C-methyleneuridine

: 195705-40-9
1-[2-O-acetyl-5-O-(4,4'-dimehoxytrityl)-3-O,4-C-methylene-β-D-ribofuranosyl]-4-(1,2,4-triazol-1-yl)-2-pyrimidinone

Guidance literature:: With 4-chlorophenylphosphorodichloridate; In pyridine; at 20 ℃; for 10h;
DOI:10.1016/S0040-4020(02)00227-2

Reference yield:

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

: 195705-40-9
1-[2-O-acetyl-5-O-(4,4'-dimehoxytrityl)-3-O,4-C-methylene-β-D-ribofuranosyl]-4-(1,2,4-triazol-1-yl)-2-pyrimidinone

Guidance literature:: Multi-step reaction with 4 steps

1: 68 percent / pyridine / 14 h / 20 °C

2: 63 percent / sodium bis(trimethylsilylamide) / tetrahydrofuran / 48 h / 20 °C

3: 100 percent / pyridine / 10 h / 20 °C

4: 64 percent / 4-chlorophenyl phosphorodichloridate / pyridine / 10 h / 20 °C

With sodium hexamethyldisilazane; 4-chlorophenylphosphorodichloridate; In tetrahydrofuran; pyridine;
DOI:10.1016/S0040-4020(02)00227-2

Reference yield:

: Sulfuric acid (2S,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3,4-dihydroxy-2-hydroxymethyl-tetrahydro-furan-2-ylmethyl ester p-tolyl ester

: 195705-40-9
1-[2-O-acetyl-5-O-(4,4'-dimehoxytrityl)-3-O,4-C-methylene-β-D-ribofuranosyl]-4-(1,2,4-triazol-1-yl)-2-pyrimidinone

Guidance literature:: Multi-step reaction with 4 steps

1: 56 percent / DMAP, pyridine / Ambient temperature

2: 63 percent / (Me₃Si)2NNa / tetrahydrofuran / 20 °C

3: 100 percent / pyridine / Ambient temperature

4: 4-chlorphenyl phosphorodichloridate, pyridine / Ambient temperature

With pyridine; dmap; sodium hexamethyldisilazane; 4-chlorophenylphosphorodichloridate; In tetrahydrofuran;
DOI:10.1039/a704376g