3-(2,3,5-Tri-O-benzyl-β-D-arabinofuranosyl)-4-<<(2,2,2-trichloroethoxy)carbonyl>amino>pyrazole-5-carbothiamide

Base Information

• Chemical Name: 3-(2,3,5-Tri-O-benzyl-β-D-arabinofuranosyl)-4-<<(2,2,2-trichloroethoxy)carbonyl>amino>pyrazole-5-carbothiamide
• CAS No.: 88287-79-0
• Molecular Formula: C₃₃H₃₃Cl₃N₄O₆S
• Molecular Weight: 720.073
• Mol file: 88287-79-0.mol

Synonyms:3-(2,3,5-Tri-O-benzyl-β-D-arabinofuranosyl)-4-<<(2,2,2-trichloroethoxy)carbonyl>amino>pyrazole-5-carbothiamide

Chemical Property of 3-(2,3,5-Tri-O-benzyl-β-D-arabinofuranosyl)-4-<<(2,2,2-trichloroethoxy)carbonyl>amino>pyrazole-5-carbothiamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(2,3,5-Tri-O-benzyl-β-D-arabinofuranosyl)-4-<<(2,2,2-trichloroethoxy)carbonyl>amino>pyrazole-5-carbothiamide

There total 4 articles about 3-(2,3,5-Tri-O-benzyl-β-D-arabinofuranosyl)-4-<<(2,2,2-trichloroethoxy)carbonyl>amino>pyrazole-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: 78.0%

3-(2,3,5-Tri-O-benzyl-β-D-arabinofuranosyl)-4-<<(2,2,2-trichlorethoxy)carbonyl>amino>pyrazole-5-carbonitrile (88287-75-6) → 3-(2,3,5-Tri-O-benzyl-β-D-arabinofuranosyl)-4-<<(2,2,2-trichloroethoxy)carbonyl>amino>pyrazole-5-carbothiamide (88287-79-0)

Guidance literature:

With hydrogen sulfide; triethylamine; In pyridine; for 18h;

DOI:10.1021/jo00177a028

Reference yield:

3-(2,3,5-Tri-O-benzyl-β-D-arabinofuranosyl)-5-cyanopyrazole-4-carboxylic acid (88287-73-4) → 3-(2,3,5-Tri-O-benzyl-β-D-arabinofuranosyl)-4-<<(2,2,2-trichloroethoxy)carbonyl>amino>pyrazole-5-carbothiamide (88287-79-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent / diphenyl phosphoryl azide, triethylamine / toluene / Heating

2: 78 percent / H₂S, triethylamine / pyridine / 18 h

With diphenyl phosphoryl azide; hydrogen sulfide; triethylamine; In pyridine; toluene;

DOI:10.1021/jo00177a028

Reference yield:

Methyl 3-(2,3,5-tri-O-benzyl-β-D-arabinofuranosyl)-5-carbamoylpyrazole-4-carboxylate (52646-33-0) → 3-(2,3,5-Tri-O-benzyl-β-D-arabinofuranosyl)-4-<<(2,2,2-trichloroethoxy)carbonyl>amino>pyrazole-5-carbothiamide (88287-79-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 54 percent / pyridine, trifluoroacetic anhydride / dioxane; tetrahydrofuran

2: 71 percent / NaOH / methanol; H₂O / Heating

3: 78 percent / diphenyl phosphoryl azide, triethylamine / toluene / Heating

4: 78 percent / H₂S, triethylamine / pyridine / 18 h

With pyridine; sodium hydroxide; diphenyl phosphoryl azide; hydrogen sulfide; triethylamine; trifluoroacetic anhydride; In tetrahydrofuran; 1,4-dioxane; pyridine; methanol; water; toluene;

DOI:10.1021/jo00177a028

upstream raw materials:

3-(2,3,5-Tri-O-benzyl-β-D-arabinofuranosyl)-4-<<(2,2,2-trichlorethoxy)carbonyl>amino>pyrazole-5-carbonitrile

3-(2,3,5-Tri-O-benzyl-β-D-arabinofuranosyl)-5-cyanopyrazole-4-carboxylic acid

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

Methyl 3-(2,3,5-Tri-O-benzyl-β-D-arabinofuranosyl)-5-cyanopyrazole-4-carboxylate