Methyl 3-(2,3,5-tri-O-benzyl-β-D-ribofuranosyl)-5-carbamoylpyrazole-4-carboxylate

Base Information

Chemical Name:Methyl 3-(2,3,5-tri-O-benzyl-β-D-ribofuranosyl)-5-carbamoylpyrazole-4-carboxylate
CAS No.:31083-47-3
Molecular Formula:C₃₂H₃₃N₃O₇
Molecular Weight:571.63
Hs Code.:

Synonyms:Methyl 3-(2,3,5-tri-O-benzyl-β-D-ribofuranosyl)-5-carbamoylpyrazole-4-carboxylate

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Chemical Property of Methyl 3-(2,3,5-tri-O-benzyl-β-D-ribofuranosyl)-5-carbamoylpyrazole-4-carboxylate

Chemical Property:

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Technology Process of Methyl 3-(2,3,5-tri-O-benzyl-β-D-ribofuranosyl)-5-carbamoylpyrazole-4-carboxylate

There total 1 articles about Methyl 3-(2,3,5-tri-O-benzyl-β-D-ribofuranosyl)-5-carbamoylpyrazole-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:

: 31083-47-3
Methyl 3-(2,3,5-tri-O-benzyl-β-D-ribofuranosyl)-5-carbamoylpyrazole-4-carboxylate

Guidance literature:: Pyrazol V + NH3;

Reference yield: 63.0%

: 31083-47-3
Methyl 3-(2,3,5-tri-O-benzyl-β-D-ribofuranosyl)-5-carbamoylpyrazole-4-carboxylate

: 88287-69-8
Methyl 3-(2,3,5-Tri-O-benzyl-β-D-ribofuranosyl)-5-cyanopyrazole-4-carboxylate

Guidance literature:: With pyridine; trifluoroacetic anhydride; In tetrahydrofuran; 1,4-dioxane; 1.) 0-5 deg C, 45 min, 2.) room temp., 18 h;
DOI:10.1021/jo00177a028

Reference yield:

: 31083-47-3
Methyl 3-(2,3,5-tri-O-benzyl-β-D-ribofuranosyl)-5-carbamoylpyrazole-4-carboxylate

: 80523-94-0
3-(2,3,5-Tri-O-benzyl-β-D-ribofuranosyl)-5-aminopyrazolo<4,3-d>pyrimidine-7-thione

Guidance literature:: Multi-step reaction with 8 steps

1: 63 percent / pyridine, trifluoroacetic anhydride / dioxane; tetrahydrofuran / 1.) 0-5 deg C, 45 min, 2.) room temp., 18 h

2: 93 percent / NaOH / methanol; H₂O / 18 h / Heating

3: 76 percent / diphenyl phosphoryl azide, triethylamine / toluene / 1.5 h / Heating

4: 94 percent / Zn, NH₄Cl / methanol / 1.5 h / Heating

5: 94 percent / H₂S, triethylamine / pyridine

6: pyridine / toluene / 1.) 0 deg C, 1 h, 2.) room temp., 1 h

7: NH₄OH / methanol / 100 °C

8: NaOH / methanol; H₂O / 100 °C

With pyridine; ammonium hydroxide; sodium hydroxide; diphenyl phosphoryl azide; hydrogen sulfide; ammonium chloride; triethylamine; trifluoroacetic anhydride; zinc; In tetrahydrofuran; 1,4-dioxane; pyridine; methanol; water; toluene;
DOI:10.1021/jo00177a028