1-[2-O-phenylthioformate-3,5-O-(1,1,3,3-tetraisopropyl-1,3-O-disiloxanyl)-β-L-ribofuranosyl]-1,2,4-triazole-3-carboxamide

Base Information

Chemical Name:1-[2-O-phenylthioformate-3,5-O-(1,1,3,3-tetraisopropyl-1,3-O-disiloxanyl)-β-L-ribofuranosyl]-1,2,4-triazole-3-carboxamide
CAS No.:263708-22-1
Molecular Formula:C₂₇H₄₂N₄O₇SSi₂
Molecular Weight:622.89
Hs Code.:

Synonyms:1-[2-O-phenylthioformate-3,5-O-(1,1,3,3-tetraisopropyl-1,3-O-disiloxanyl)-β-L-ribofuranosyl]-1,2,4-triazole-3-carboxamide

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Chemical Property of 1-[2-O-phenylthioformate-3,5-O-(1,1,3,3-tetraisopropyl-1,3-O-disiloxanyl)-β-L-ribofuranosyl]-1,2,4-triazole-3-carboxamide

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Technology Process of 1-[2-O-phenylthioformate-3,5-O-(1,1,3,3-tetraisopropyl-1,3-O-disiloxanyl)-β-L-ribofuranosyl]-1,2,4-triazole-3-carboxamide

There total 6 articles about 1-[2-O-phenylthioformate-3,5-O-(1,1,3,3-tetraisopropyl-1,3-O-disiloxanyl)-β-L-ribofuranosyl]-1,2,4-triazole-3-carboxamide 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: 62.0%

: 1005-56-7
phenylcarbonochloridothioate

: 263708-21-0
1-[3,5-O-(1,1,3,3-tetraisopropyl-1,3-O-disiloxanyl)-β-L-ribofuranosyl]-1,2,4-triazole-3-carboxamide

: 263708-22-1
1-[2-O-phenylthioformate-3,5-O-(1,1,3,3-tetraisopropyl-1,3-O-disiloxanyl)-β-L-ribofuranosyl]-1,2,4-triazole-3-carboxamide

Guidance literature:: With pyridine; triethylamine; In dichloromethane; at 0 - 20 ℃; for 13h;
DOI:10.1021/jm9905514

Reference yield:

: 41546-21-8
L-ribose

: 263708-22-1
1-[2-O-phenylthioformate-3,5-O-(1,1,3,3-tetraisopropyl-1,3-O-disiloxanyl)-β-L-ribofuranosyl]-1,2,4-triazole-3-carboxamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: HCl / methanol / 3 h / 20 °C

1.2: pyridine / 24 h / 20 °C

1.3: 60 percent / glacial AcOH; conc. H₂SO₄ / 14 h / 20 °C

2.1: 84 percent / bis(p-nitrophenyl)phosphate / 0.42 h / 165 - 175 °C

3.1: 89 percent / NH₃/MeOH / 18 h / 20 °C

4.1: 72 percent / pyridine; triethylamine / dimethylformamide / 12 h / 20 °C

5.1: 62 percent / pyridine; triethylamine / CH₂Cl₂ / 13 h / 0 - 20 °C

With pyridine; hydrogenchloride; methanol; Bis(p-nitrophenyl) phosphate; ammonia; triethylamine; In methanol; dichloromethane; N,N-dimethyl-formamide; 1.1: Acetylation / 1.2: Acetylation / 1.3: Acetylation / 2.1: Condensation / 3.1: Hydrolysis / 4.1: Condensation / 5.1: Condensation;
DOI:10.1021/jm9905514

Reference yield:

: 69304-37-6
1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane

: 263708-22-1
1-[2-O-phenylthioformate-3,5-O-(1,1,3,3-tetraisopropyl-1,3-O-disiloxanyl)-β-L-ribofuranosyl]-1,2,4-triazole-3-carboxamide

Guidance literature:: Multi-step reaction with 2 steps

1: 72 percent / pyridine; triethylamine / dimethylformamide / 12 h / 20 °C

2: 62 percent / pyridine; triethylamine / CH₂Cl₂ / 13 h / 0 - 20 °C

With pyridine; triethylamine; In dichloromethane; N,N-dimethyl-formamide; 1: Condensation / 2: Condensation;
DOI:10.1021/jm9905514