3-(2,3,5-Tri-O-benzyl-β-D-ribofuranosyl)-4-aminopyrazole-5-carbothiamide

Base Information

Chemical Name:3-(2,3,5-Tri-O-benzyl-β-D-ribofuranosyl)-4-aminopyrazole-5-carbothiamide
CAS No.:88287-80-3
Molecular Formula:C₃₀H₃₂N₄O₄S
Molecular Weight:544.674
Hs Code.:

Synonyms:3-(2,3,5-Tri-O-benzyl-β-D-ribofuranosyl)-4-aminopyrazole-5-carbothiamide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 3-(2,3,5-Tri-O-benzyl-β-D-ribofuranosyl)-4-aminopyrazole-5-carbothiamide

Chemical Property:

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Technology Process of 3-(2,3,5-Tri-O-benzyl-β-D-ribofuranosyl)-4-aminopyrazole-5-carbothiamide

There total 5 articles about 3-(2,3,5-Tri-O-benzyl-β-D-ribofuranosyl)-4-aminopyrazole-5-carbothiamide 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: 94.0%

: 88287-77-8
3-(2,3,5-Tri-O-benzyl-β-D-ribofuranosyl)-4-aminopyrazole-5-carbonitrile

: 88287-80-3
3-(2,3,5-Tri-O-benzyl-β-D-ribofuranosyl)-4-aminopyrazole-5-carbothiamide

Guidance literature:: With hydrogen sulfide; triethylamine; In pyridine;
DOI:10.1021/jo00177a028

Reference yield:

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

: 88287-80-3
3-(2,3,5-Tri-O-benzyl-β-D-ribofuranosyl)-4-aminopyrazole-5-carbothiamide

Guidance literature:: Multi-step reaction with 5 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

With pyridine; 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

Reference yield:

: 88295-39-0
3-(2,3,5-Tri-O-benzyl-β-D-ribofuranosyl)-4-<<(2,2,2-trichloroethoxy)carbonyl>amino>pyrazole-5-carbonitrile

: 88287-80-3
3-(2,3,5-Tri-O-benzyl-β-D-ribofuranosyl)-4-aminopyrazole-5-carbothiamide

Guidance literature:: Multi-step reaction with 2 steps

1: 94 percent / Zn, NH₄Cl / methanol / 1.5 h / Heating

2: 94 percent / H₂S, triethylamine / pyridine

With hydrogen sulfide; ammonium chloride; triethylamine; zinc; In pyridine; methanol;
DOI:10.1021/jo00177a028