methyl 5-cyanomethyl-1-(3-deoxy-4-O-p-toluoyl-2-O-acetyl-β-D-ribofuranosyl)-1H-imidazole-4-carboxylate

Base Information

Chemical Name:methyl 5-cyanomethyl-1-(3-deoxy-4-O-p-toluoyl-2-O-acetyl-β-D-ribofuranosyl)-1H-imidazole-4-carboxylate
CAS No.:444019-01-6
Molecular Formula:C₂₂H₂₃N₃O₇
Molecular Weight:441.441
Hs Code.:

Synonyms:methyl 5-cyanomethyl-1-(3-deoxy-4-O-p-toluoyl-2-O-acetyl-β-D-ribofuranosyl)-1H-imidazole-4-carboxylate

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Chemical Property of methyl 5-cyanomethyl-1-(3-deoxy-4-O-p-toluoyl-2-O-acetyl-β-D-ribofuranosyl)-1H-imidazole-4-carboxylate

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Technology Process of methyl 5-cyanomethyl-1-(3-deoxy-4-O-p-toluoyl-2-O-acetyl-β-D-ribofuranosyl)-1H-imidazole-4-carboxylate

There total 3 articles about methyl 5-cyanomethyl-1-(3-deoxy-4-O-p-toluoyl-2-O-acetyl-β-D-ribofuranosyl)-1H-imidazole-4-carboxylate 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:

: 161169-94-4
5-O-(4-methylbenzoyl)-3-deoxy-1,2-di-O-acetyl-β-D-ribofuranose

: 56039-06-6
methyl 5-(cyanomethyl)-1H-imidazole-4-carboxylate

: 444019-01-6
methyl 5-cyanomethyl-1-(3-deoxy-4-O-p-toluoyl-2-O-acetyl-β-D-ribofuranosyl)-1H-imidazole-4-carboxylate

Guidance literature:: methyl 5-(cyanomethyl)-1H-imidazole-4-carboxylate; With ammonium sulfate; 1,1,1,3,3,3-hexamethyl-disilazane; Heating;

5-O-(4-methylbenzoyl)-3-deoxy-1,2-di-O-acetyl-β-D-ribofuranose; With tin(IV) chloride; In acetonitrile;
DOI:10.1055/s-2005-869869

Reference yield:

: 161169-94-4
5-O-(4-methylbenzoyl)-3-deoxy-1,2-di-O-acetyl-β-D-ribofuranose

: 56039-06-6
methyl 5-(cyanomethyl)-1H-imidazole-4-carboxylate

: 56039-06-6
methyl 4-(cyanomethyl)imidazole-5-carboxylate

: 444019-01-6
methyl 5-cyanomethyl-1-(3-deoxy-4-O-p-toluoyl-2-O-acetyl-β-D-ribofuranosyl)-1H-imidazole-4-carboxylate

Guidance literature:: methyl 5-(cyanomethyl)-1H-imidazole-4-carboxylate; methyl 4-(cyanomethyl)imidazole-5-carboxylate; With ammonium sulfate; 1,1,1,3,3,3-hexamethyl-disilazane; at 125 ℃; for 18h; Argon atmosphere;

5-O-(4-methylbenzoyl)-3-deoxy-1,2-di-O-acetyl-β-D-ribofuranose; With tin(IV) chloride; In 1,2-dichloro-ethane; at 20 ℃;

Reference yield:

: 3-deoxy-4-O-p-toluoyl-1,2-O-isopropylidene-β-D-ribofuranose

: 444019-01-6
methyl 5-cyanomethyl-1-(3-deoxy-4-O-p-toluoyl-2-O-acetyl-β-D-ribofuranosyl)-1H-imidazole-4-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: acetic acid / 85 °C

1.2: 6 h / 0 - 20 °C

2.1: 1,1,1,3,3,3-hexamethyl-disilazane; ammonium sulfate / 18 h / 125 °C / Inert atmosphere

2.2: 20 °C

With ammonium sulfate; acetic acid; 1,1,1,3,3,3-hexamethyl-disilazane;