4-(3-Benzoyl-2-benzyl-isothioureido)-5-((2S,3S,4R,5R)-3,4-bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-2H-pyrazole-3-carbothioic acid amide

Base Information

Chemical Name:4-(3-Benzoyl-2-benzyl-isothioureido)-5-((2S,3S,4R,5R)-3,4-bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-2H-pyrazole-3-carbothioic acid amide
CAS No.:88287-84-7
Molecular Formula:C₄₅H₄₃N₅O₅S₂
Molecular Weight:797.999
Hs Code.:

4-(3-Benzoyl-2-benzyl-isothioureido)-5-((2S,3S,4R,5R)-3,4-bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-2H-pyrazole-3-carbothioic acid amide

Synonyms:4-(3-Benzoyl-2-benzyl-isothioureido)-5-((2S,3S,4R,5R)-3,4-bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-2H-pyrazole-3-carbothioic acid amide

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Chemical Property of 4-(3-Benzoyl-2-benzyl-isothioureido)-5-((2S,3S,4R,5R)-3,4-bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-2H-pyrazole-3-carbothioic acid amide

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Technology Process of 4-(3-Benzoyl-2-benzyl-isothioureido)-5-((2S,3S,4R,5R)-3,4-bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-2H-pyrazole-3-carbothioic acid amide

There total 8 articles about 4-(3-Benzoyl-2-benzyl-isothioureido)-5-((2S,3S,4R,5R)-3,4-bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-2H-pyrazole-3-carbothioic acid amide 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

: 88287-84-7
4-(3-Benzoyl-2-benzyl-isothioureido)-5-((2S,3S,4R,5R)-3,4-bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-2H-pyrazole-3-carbothioic acid amide

Guidance literature:: Multi-step reaction with 6 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

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

: 88287-84-7
4-(3-Benzoyl-2-benzyl-isothioureido)-5-((2S,3S,4R,5R)-3,4-bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-2H-pyrazole-3-carbothioic acid amide

Guidance literature:: Multi-step reaction with 3 steps

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

2: 94 percent / H₂S, triethylamine / pyridine

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

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

Reference yield:

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

: 88287-84-7
4-(3-Benzoyl-2-benzyl-isothioureido)-5-((2S,3S,4R,5R)-3,4-bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-2H-pyrazole-3-carbothioic acid amide

Guidance literature:: Multi-step reaction with 2 steps

1: 94 percent / H₂S, triethylamine / pyridine

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

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