4-amino-6-fluoro-1-(2,3,5-tri-O-benzyl-α-D-arabinofuranosyl)imidazo[4,5-c]pyridine

Base Information

Chemical Name:4-amino-6-fluoro-1-(2,3,5-tri-O-benzyl-α-D-arabinofuranosyl)imidazo[4,5-c]pyridine
CAS No.:405231-04-1
Molecular Formula:C₃₂H₃₁FN₄O₄
Molecular Weight:554.621
Hs Code.:

Synonyms:4-amino-6-fluoro-1-(2,3,5-tri-O-benzyl-α-D-arabinofuranosyl)imidazo[4,5-c]pyridine

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Chemical Property of 4-amino-6-fluoro-1-(2,3,5-tri-O-benzyl-α-D-arabinofuranosyl)imidazo[4,5-c]pyridine

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Technology Process of 4-amino-6-fluoro-1-(2,3,5-tri-O-benzyl-α-D-arabinofuranosyl)imidazo[4,5-c]pyridine

There total 12 articles about 4-amino-6-fluoro-1-(2,3,5-tri-O-benzyl-α-D-arabinofuranosyl)imidazo[4,5-c]pyridine 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: 27.0%

: C₃₂H₃₁FN₄O₄

: 405231-03-0
4-amino-6-fluoro-1-(2,3,5-tri-O-benzyl-β-D-arabinofuranosyl)imidazo[4,5-c]pyridine

: 405231-04-1
4-amino-6-fluoro-1-(2,3,5-tri-O-benzyl-α-D-arabinofuranosyl)imidazo[4,5-c]pyridine

Guidance literature:: With ammonia; In ethanol; at 100 - 105 ℃;

Reference yield:

: 52522-49-3
2,3,5-tri-O-benzyl-1-(4-nitrobenzoyloxy)-D-arabinofuranose

: 60186-30-3
4,6-difluoro-1H-imidazo[4,5-c]pyridine

: 405231-03-0
4-amino-6-fluoro-1-(2,3,5-tri-O-benzyl-β-D-arabinofuranosyl)imidazo[4,5-c]pyridine

: 405231-04-1
4-amino-6-fluoro-1-(2,3,5-tri-O-benzyl-α-D-arabinofuranosyl)imidazo[4,5-c]pyridine

Guidance literature:: 4,6-difluoro-1H-imidazo[4,5-c]pyridine; With 1,1,1,3,3,3-hexamethyl-disilazane; ammonium sulfate; for 2h; Reflux;

2,3,5-tri-O-benzyl-1-(4-nitrobenzoyloxy)-D-arabinofuranose; With trimethylsilyl trifluoromethanesulfonate; In 1,2-dichloro-ethane; for 2h; Reflux;

Reference yield:

: 63489-58-7
4-amino-2,6-difluoropyridine

: 405231-04-1
4-amino-6-fluoro-1-(2,3,5-tri-O-benzyl-α-D-arabinofuranosyl)imidazo[4,5-c]pyridine

Guidance literature:: Multi-step reaction with 6 steps

1.1: 76 percent / conc. H₂SO₄; KNO₃ / 0 - 20 °C

2.1: 89 percent / conc. H₂SO₄ / 20 °C

3.1: 92 percent / H₂ / Raney Ni / ethanol

4.1: hexamethyldisilazane; (NH₄)2SO₄ / 2 h / Heating

4.2: 67 percent / TMSOTf / 1,2-dichloro-ethane / 2 h / Heating

5.1: NH₃ / ethanol / 100 - 105 °C

With ammonium sulfate; sulfuric acid; ammonia; hydrogen; potassium nitrate; 1,1,1,3,3,3-hexamethyl-disilazane; nickel; In ethanol;
DOI:10.1081/NCN-100108327