ethyl 5-diethoxymethyl-1-[(2'-deoxy-3',5'-di-O-p-toluoyl)-β-D-erythropentofuranosyl]imidazole-4-carboxylate

Base Information

• Chemical Name: ethyl 5-diethoxymethyl-1-[(2'-deoxy-3',5'-di-O-p-toluoyl)-β-D-erythropentofuranosyl]imidazole-4-carboxylate
• CAS No.: 917248-00-1
• Molecular Formula: C₃₂H₃₈N₂O₉
• Molecular Weight: 594.662
• Mol file: 917248-00-1.mol

Synonyms:ethyl 5-diethoxymethyl-1-[(2'-deoxy-3',5'-di-O-p-toluoyl)-β-D-erythropentofuranosyl]imidazole-4-carboxylate

Chemical Property of ethyl 5-diethoxymethyl-1-[(2'-deoxy-3',5'-di-O-p-toluoyl)-β-D-erythropentofuranosyl]imidazole-4-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 5-diethoxymethyl-1-[(2'-deoxy-3',5'-di-O-p-toluoyl)-β-D-erythropentofuranosyl]imidazole-4-carboxylate

There total 3 articles about ethyl 5-diethoxymethyl-1-[(2'-deoxy-3',5'-di-O-p-toluoyl)-β-D-erythropentofuranosyl]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: 46.0%

ethyl 5-diethoxymethylimidazole-4-carboxylate (137159-34-3) + 2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride (4330-21-6) → ethyl 5-diethoxymethyl-1-[(2'-deoxy-3',5'-di-O-p-toluoyl)-β-D-erythropentofuranosyl]imidazole-4-carboxylate (917248-00-1)

Guidance literature:

With sodium hydride; In acetonitrile; at 20 ℃; for 2h;

DOI:10.1080/15257770500267063

Reference yield:

2,2-diethoxyacetonitrile (6136-93-2) → ethyl 5-diethoxymethyl-1-[(2'-deoxy-3',5'-di-O-p-toluoyl)-β-D-erythropentofuranosyl]imidazole-4-carboxylate (917248-00-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 56 percent / NaH / bis-(2-methoxy-ethyl) ether / 5 h / 80 °C

2: 46 percent / NaH / acetonitrile / 2 h / 20 °C

With sodium hydride; In diethylene glycol dimethyl ether; acetonitrile;

DOI:10.1080/15257770500267063

Reference yield:

Ethyl isocyanoacetate (2999-46-4) → ethyl 5-diethoxymethyl-1-[(2'-deoxy-3',5'-di-O-p-toluoyl)-β-D-erythropentofuranosyl]imidazole-4-carboxylate (917248-00-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 56 percent / NaH / bis-(2-methoxy-ethyl) ether / 5 h / 80 °C

2: 46 percent / NaH / acetonitrile / 2 h / 20 °C

With sodium hydride; In diethylene glycol dimethyl ether; acetonitrile;

DOI:10.1080/15257770500267063

upstream raw materials:

ethyl 5-diethoxymethylimidazole-4-carboxylate

2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride

2,2-diethoxyacetonitrile

Ethyl isocyanoacetate

Downstream raw materials:

ethyl 5-formyl-1-[(2'-deoxy-3',5'-di-O-p-toluoyl)-β-D-erythropentofuranosyl]imidazole-4-carboxylate

5-diethoxymethyl-1-[(2'-deoxy-3',5'-di-O-p-toluoyl)-β-D-erythropentofuranosyl]imidazole-4-carboxamide

5-formyl-1-[(2'-deoxy-3',5'-di-O-p-toluoyl)-β-D-erythropentofuranosyl]imidazole-4-carboxamide