methyl 1-(2-O-acetyl-5-O-benzoyl-3-deoxy-β-L-ribofuranosyl)-1,2,4-triazole-3-carboxylate

Base Information

Chemical Name:methyl 1-(2-O-acetyl-5-O-benzoyl-3-deoxy-β-L-ribofuranosyl)-1,2,4-triazole-3-carboxylate
CAS No.:263708-28-7
Molecular Formula:C₁₈H₁₉N₃O₇
Molecular Weight:389.365
Hs Code.:

Synonyms:methyl 1-(2-O-acetyl-5-O-benzoyl-3-deoxy-β-L-ribofuranosyl)-1,2,4-triazole-3-carboxylate

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Chemical Property of methyl 1-(2-O-acetyl-5-O-benzoyl-3-deoxy-β-L-ribofuranosyl)-1,2,4-triazole-3-carboxylate

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Technology Process of methyl 1-(2-O-acetyl-5-O-benzoyl-3-deoxy-β-L-ribofuranosyl)-1,2,4-triazole-3-carboxylate

There total 6 articles about methyl 1-(2-O-acetyl-5-O-benzoyl-3-deoxy-β-L-ribofuranosyl)-1,2,4-triazole-3-carboxylate 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: 77.0%

: 170079-20-6
1,2-di-O-acetyl-5-O-benzoyl-3-deoxy-L-erythro-pentofuranose

: 4928-88-5
methyl 1H-1,2,4-triazole-3-carboxylate

: 263708-28-7
methyl 1-(2-O-acetyl-5-O-benzoyl-3-deoxy-β-L-ribofuranosyl)-1,2,4-triazole-3-carboxylate

Guidance literature:: With Bis(p-nitrophenyl) phosphate; at 165 - 175 ℃; for 0.416667h;
DOI:10.1021/jm9905514

Reference yield:

: 98-88-4
benzoyl chloride

: 263708-28-7
methyl 1-(2-O-acetyl-5-O-benzoyl-3-deoxy-β-L-ribofuranosyl)-1,2,4-triazole-3-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1: 65 percent

2: 48 percent / ethanol / 4 h / Heating

3: 99 percent / sodium cyanoborohydride; HCl/MeOH / tetrahydrofuran / 2 h / 20 °C / pH 2.5 - 4.0

4: 87 percent / sodium acetate trihydrate / ethanol / 2 h / Heating

5: 100 percent / glacial acetic acid; conc. H₂SO₄ / 24 h / 20 °C

6: 77 percent / bis(p-nitrophenyl)phosphate / 0.42 h / 165 - 175 °C

With hydrogenchloride; methanol; sulfuric acid; Bis(p-nitrophenyl) phosphate; sodium acetate; sodium cyanoborohydride; acetic acid; In tetrahydrofuran; ethanol; 2: Condensation / 3: Reduction / 4: Reduction / 5: Acetylation / 6: Condensation;
DOI:10.1021/jm9905514

Reference yield:

: 166411-40-1
5-O-benzoyl-1,2-O-isopropylidene-α-L-erythro-pentofuranose-3-ulose

: 263708-28-7
methyl 1-(2-O-acetyl-5-O-benzoyl-3-deoxy-β-L-ribofuranosyl)-1,2,4-triazole-3-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: 48 percent / ethanol / 4 h / Heating

2: 99 percent / sodium cyanoborohydride; HCl/MeOH / tetrahydrofuran / 2 h / 20 °C / pH 2.5 - 4.0

3: 87 percent / sodium acetate trihydrate / ethanol / 2 h / Heating

4: 100 percent / glacial acetic acid; conc. H₂SO₄ / 24 h / 20 °C

5: 77 percent / bis(p-nitrophenyl)phosphate / 0.42 h / 165 - 175 °C

With hydrogenchloride; methanol; sulfuric acid; Bis(p-nitrophenyl) phosphate; sodium acetate; sodium cyanoborohydride; acetic acid; In tetrahydrofuran; ethanol; 1: Condensation / 2: Reduction / 3: Reduction / 4: Acetylation / 5: Condensation;
DOI:10.1021/jm9905514