3-(3,5-Di-O-benzyl-2-deoxy-β-D-erythro-pentofuranosyl)-4-<<(2,2,2-trichlorethoxy)carbonyl>amino>pyrazole-5-carbonitrile

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Chemical Name:3-(3,5-Di-O-benzyl-2-deoxy-β-D-erythro-pentofuranosyl)-4-<<(2,2,2-trichlorethoxy)carbonyl>amino>pyrazole-5-carbonitrile
CAS No.:88287-76-7
Molecular Formula:C₂₆H₂₅Cl₃N₄O₅
Molecular Weight:579.867
Hs Code.:

Synonyms:3-(3,5-Di-O-benzyl-2-deoxy-β-D-erythro-pentofuranosyl)-4-<<(2,2,2-trichlorethoxy)carbonyl>amino>pyrazole-5-carbonitrile

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Chemical Property of 3-(3,5-Di-O-benzyl-2-deoxy-β-D-erythro-pentofuranosyl)-4-<<(2,2,2-trichlorethoxy)carbonyl>amino>pyrazole-5-carbonitrile

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Technology Process of 3-(3,5-Di-O-benzyl-2-deoxy-β-D-erythro-pentofuranosyl)-4-<<(2,2,2-trichlorethoxy)carbonyl>amino>pyrazole-5-carbonitrile

There total 11 articles about 3-(3,5-Di-O-benzyl-2-deoxy-β-D-erythro-pentofuranosyl)-4-<<(2,2,2-trichlorethoxy)carbonyl>amino>pyrazole-5-carbonitrile 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: 81.0%

: 115-20-8
1,1,1-trichloroethanol

: 88287-74-5
3-(3,5-Di-O-benzyl-2-deoxy-β-D-erythro-pentofuranosyl)-5-cyanopyrazole-4-carboxylic acid

: 88287-76-7
3-(3,5-Di-O-benzyl-2-deoxy-β-D-erythro-pentofuranosyl)-4-<<(2,2,2-trichlorethoxy)carbonyl>amino>pyrazole-5-carbonitrile

Guidance literature:: With diphenyl phosphoryl azide; triethylamine; In toluene; Heating;
DOI:10.1021/jo00177a028

Reference yield:

: 50908-41-3
2,5-anhydro-3-deoxy-4,6-di-O-toluoyl-D-ribohexononitrile

: 88287-76-7
3-(3,5-Di-O-benzyl-2-deoxy-β-D-erythro-pentofuranosyl)-4-<<(2,2,2-trichlorethoxy)carbonyl>amino>pyrazole-5-carbonitrile

Guidance literature:: Multi-step reaction with 11 steps

1: 12.1 g / sodium (trifluoroacetoxy)borohydride, HCl / tetrahydrofuran / 18 h / Ambient temperature

2: 63 percent / sodium acetate, pyridine / Ambient temperature

3: NaOCH₃ / methanol / 0.75 h / Heating

4: 59 percent / KOH / dimethylsulfoxide / 2 h / 15 - 20 °C

5: N₂O₄ / CCl₄; acetic acid / 2 h / 0 °C

6: KOH / diethyl ether; H₂O / 5.5 h / 0 °C

7: diethyl ether / 0.25 h / 0 °C

8: 37 percent / NH₃ / methanol / 48 h / 25 °C

9: 76 percent / pyridine, trifluoroacetic anhydride / dioxane; tetrahydrofuran

10: 81 percent / NaOH / methanol; H₂O / Heating

11: 81 percent / diphenyl phosphoryl azide, triethylamine / toluene / Heating

With pyridine; hydrogenchloride; potassium hydroxide; sodium hydroxide; sodium (trifluoroacetoxy)borohydride; diphenyl phosphoryl azide; ammonia; sodium methylate; sodium acetate; dinitrogen tetraoxide; triethylamine; trifluoroacetic anhydride; In tetrahydrofuran; 1,4-dioxane; methanol; tetrachloromethane; diethyl ether; water; acetic acid; dimethyl sulfoxide; toluene;
DOI:10.1021/jo00177a028

Reference yield:

: 88287-62-1
1-Acetamido-2,5-anhydro-1,3-dideoxy-D-ribo-hexitol

: 88287-76-7
3-(3,5-Di-O-benzyl-2-deoxy-β-D-erythro-pentofuranosyl)-4-<<(2,2,2-trichlorethoxy)carbonyl>amino>pyrazole-5-carbonitrile

Guidance literature:: Multi-step reaction with 8 steps

1: 59 percent / KOH / dimethylsulfoxide / 2 h / 15 - 20 °C

2: N₂O₄ / CCl₄; acetic acid / 2 h / 0 °C

3: KOH / diethyl ether; H₂O / 5.5 h / 0 °C

4: diethyl ether / 0.25 h / 0 °C

5: 37 percent / NH₃ / methanol / 48 h / 25 °C

6: 76 percent / pyridine, trifluoroacetic anhydride / dioxane; tetrahydrofuran

7: 81 percent / NaOH / methanol; H₂O / Heating

8: 81 percent / diphenyl phosphoryl azide, triethylamine / toluene / Heating

With pyridine; potassium hydroxide; sodium hydroxide; diphenyl phosphoryl azide; ammonia; dinitrogen tetraoxide; triethylamine; trifluoroacetic anhydride; In tetrahydrofuran; 1,4-dioxane; methanol; tetrachloromethane; diethyl ether; water; acetic acid; dimethyl sulfoxide; toluene;
DOI:10.1021/jo00177a028