methyl 1-(β-D-2',3',5'-tri-O-benzoylribofuranosyl)-4-iodo-pyrazole-3-carboxylate

Base Information

• Chemical Name: methyl 1-(β-D-2',3',5'-tri-O-benzoylribofuranosyl)-4-iodo-pyrazole-3-carboxylate
• CAS No.: 138786-93-3
• Molecular Formula: C₃₁H₂₅IN₂O₉
• Molecular Weight: 696.452
• Mol file: 138786-93-3.mol

Synonyms:methyl 1-(β-D-2',3',5'-tri-O-benzoylribofuranosyl)-4-iodo-pyrazole-3-carboxylate

Chemical Property of methyl 1-(β-D-2',3',5'-tri-O-benzoylribofuranosyl)-4-iodo-pyrazole-3-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 1-(β-D-2',3',5'-tri-O-benzoylribofuranosyl)-4-iodo-pyrazole-3-carboxylate

There total 3 articles about methyl 1-(β-D-2',3',5'-tri-O-benzoylribofuranosyl)-4-iodo-pyrazole-3-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: 92.0%

1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose (6974-32-9) + 4-iodo-1H-pyrazole-3-carboxylic acid methyl ester (136944-79-1) → methyl 1-(β-D-2',3',5'-tri-O-benzoylribofuranosyl)-4-iodo-pyrazole-3-carboxylate (138786-93-3)

Guidance literature:

With chloro-trimethyl-silane; trifluorormethanesulfonic acid; 1,1,1,3,3,3-hexamethyl-disilazane; ammonium sulfate; In acetonitrile; at 20 ℃; for 3h;

DOI:10.1021/jm7009952

Reference yield: 80.0%

methyl 4-iodo-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazole-3-carboxylate + 2,3,5-tri-O-benzoyl-1-acetate-β-D-ribofuranose → methyl 1-(β-D-2',3',5'-tri-O-benzoylribofuranosyl)-4-iodo-pyrazole-3-carboxylate (138786-93-3)

Guidance literature:

With chloro-trimethyl-silane; trimethylsilyl trifluoromethanesulfonate; 1,1,1,3,3,3-hexamethyl-disilazane; In acetonitrile; for 4h; Heating;

DOI:10.1039/c39940000583

Reference yield:

4-iodo-1H-pyrazole-3-carboxylic acid methyl ester (136944-79-1) → methyl 1-(β-D-2',3',5'-tri-O-benzoylribofuranosyl)-4-iodo-pyrazole-3-carboxylate (138786-93-3)

Guidance literature:

Multi-step reaction with 2 steps

1: TsOH

2: 80 percent / hexamethyldisilazane, trimethylsilyl chloride, trimethylsilyl triflate / acetonitrile / 4 h / Heating

With chloro-trimethyl-silane; trimethylsilyl trifluoromethanesulfonate; toluene-4-sulfonic acid; 1,1,1,3,3,3-hexamethyl-disilazane; In acetonitrile;

DOI:10.1039/c39940000583

upstream raw materials:

1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose

4-iodo-1H-pyrazole-3-carboxylic acid methyl ester

Downstream raw materials:

methyl 4-iodo-1-β-D-ribofuranosyl-pyrazole-3-carboxylate

methyl 4-propynyl-1-(2',3',5'-tribenzoyl-β-D-ribofuranosyl)pyrazole-3-carboxylate

methyl 4-phenylethynyl-1-(2',3',5'-tribenzoyl-β-D-ribofuranosyl)pyrazole-3-carboxylate

4-iodo-1-β-D-ribofuranosylpyrazole-3-carboxamide