N-[3-((2S,3S,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-7-thioxo-6,7-dihydro-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-benzamide

Base Information

Chemical Name:N-[3-((2S,3S,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-7-thioxo-6,7-dihydro-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-benzamide
CAS No.:88287-85-8
Molecular Formula:C₃₈H₃₅N₅O₅S
Molecular Weight:673.792
Hs Code.:

Synonyms:N-[3-((2S,3S,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-7-thioxo-6,7-dihydro-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-benzamide

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Chemical Property of N-[3-((2S,3S,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-7-thioxo-6,7-dihydro-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-benzamide

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Technology Process of N-[3-((2S,3S,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-7-thioxo-6,7-dihydro-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-benzamide

There total 17 articles about N-[3-((2S,3S,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-7-thioxo-6,7-dihydro-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-benzamide 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:

: 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

: 88287-85-8
N-[3-((2S,3S,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-7-thioxo-6,7-dihydro-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-benzamide

Guidance literature:: With ammonium hydroxide; In methanol; at 100 ℃;
DOI:10.1021/jo00177a028

Reference yield:

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

: 88287-85-8
N-[3-((2S,3R,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-7-thioxo-6,7-dihydro-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-benzamide

Guidance literature:: With ammonium hydroxide; In methanol; at 100 ℃;
DOI:10.1021/jo00177a028

Reference yield:

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

: 88287-85-8
N-[3-((2S,3S,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-7-thioxo-6,7-dihydro-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-benzamide

Guidance literature:: Multi-step reaction with 7 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

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