4-[(EZ)-2-(2,3,5-tri-O-benzyl-β-D-ribofuranos-1-yl)prop-1-enyl]-1-trityl-1H-imidazole

Base Information

Chemical Name:4-[(EZ)-2-(2,3,5-tri-O-benzyl-β-D-ribofuranos-1-yl)prop-1-enyl]-1-trityl-1H-imidazole
CAS No.:1346144-32-8
Molecular Formula:C₅₁H₄₈N₂O₄
Molecular Weight:752.953
Hs Code.:

Synonyms:4-[(EZ)-2-(2,3,5-tri-O-benzyl-β-D-ribofuranos-1-yl)prop-1-enyl]-1-trityl-1H-imidazole

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Chemical Property of 4-[(EZ)-2-(2,3,5-tri-O-benzyl-β-D-ribofuranos-1-yl)prop-1-enyl]-1-trityl-1H-imidazole

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Technology Process of 4-[(EZ)-2-(2,3,5-tri-O-benzyl-β-D-ribofuranos-1-yl)prop-1-enyl]-1-trityl-1H-imidazole

There total 3 articles about 4-[(EZ)-2-(2,3,5-tri-O-benzyl-β-D-ribofuranos-1-yl)prop-1-enyl]-1-trityl-1H-imidazole 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: 83.0%

: 1346144-27-1
2-(2,3,5-tri-O-benzyl-β-D-ribofuranosyl)acetaldehyde

: [(1-tritylimidazol-4-yl)methyl]triphenylphosphonium chloride

: 1346144-32-8
4-[(EZ)-2-(2,3,5-tri-O-benzyl-β-D-ribofuranos-1-yl)prop-1-enyl]-1-trityl-1H-imidazole

Guidance literature:: With n-butyllithium; In tetrahydrofuran; hexane; at -70 - 20 ℃; Inert atmosphere;
DOI:10.3987/COM-11-12263

Reference yield:

: 89361-52-4
2,3,5-tris-O-(phenylmethyl)-β-D-ribofuranose

: 1346144-32-8
4-[(EZ)-2-(2,3,5-tri-O-benzyl-β-D-ribofuranos-1-yl)prop-1-enyl]-1-trityl-1H-imidazole

Guidance literature:: Multi-step reaction with 4 steps

1: benzoic acid / acetonitrile / 0.83 h / Reflux

2: sodium methylate / 0.17 h / 20 °C

3: diisobutylaluminium hydride / toluene / 0.58 h / -70 °C / Inert atmosphere

4: n-butyllithium / tetrahydrofuran; hexane / -70 - 20 °C / Inert atmosphere

With n-butyllithium; sodium methylate; diisobutylaluminium hydride; benzoic acid; In tetrahydrofuran; hexane; toluene; acetonitrile; 1: Wittig reaction / 4: Wittig reaction;
DOI:10.3987/COM-11-12263

Reference yield:

: 56703-53-8
(Z)-(4S,5R,6R)-4,5,7-Tris-benzyloxy-6-hydroxy-hept-2-enoic acid methyl ester

: 1346144-32-8
4-[(EZ)-2-(2,3,5-tri-O-benzyl-β-D-ribofuranos-1-yl)prop-1-enyl]-1-trityl-1H-imidazole

Guidance literature:: Multi-step reaction with 3 steps

1: sodium methylate / 0.17 h / 20 °C

2: diisobutylaluminium hydride / toluene / 0.58 h / -70 °C / Inert atmosphere

3: n-butyllithium / tetrahydrofuran; hexane / -70 - 20 °C / Inert atmosphere

With n-butyllithium; sodium methylate; diisobutylaluminium hydride; In tetrahydrofuran; hexane; toluene; 3: Wittig reaction;
DOI:10.3987/COM-11-12263