5-chloro-7-(hydroxylamino)-3-(2-deoxy-3,5-di-O-p-toluoyl-β-D-erythro-pentofuranosyl)-3H-imidazo<4,5-b>pyridine

Base Information

• Chemical Name: 5-chloro-7-(hydroxylamino)-3-(2-deoxy-3,5-di-O-p-toluoyl-β-D-erythro-pentofuranosyl)-3H-imidazo<4,5-b>pyridine
• CAS No.: 133832-70-9
• Molecular Formula: C₂₇H₂₅ClN₄O₆
• Molecular Weight: 536.972

Synonyms:5-chloro-7-(hydroxylamino)-3-(2-deoxy-3,5-di-O-p-toluoyl-β-D-erythro-pentofuranosyl)-3H-imidazo<4,5-b>pyridine

Chemical Property of 5-chloro-7-(hydroxylamino)-3-(2-deoxy-3,5-di-O-p-toluoyl-β-D-erythro-pentofuranosyl)-3H-imidazo<4,5-b>pyridine

Chemical Property:

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Technology Process of 5-chloro-7-(hydroxylamino)-3-(2-deoxy-3,5-di-O-p-toluoyl-β-D-erythro-pentofuranosyl)-3H-imidazo<4,5-b>pyridine

There total 3 articles about 5-chloro-7-(hydroxylamino)-3-(2-deoxy-3,5-di-O-p-toluoyl-β-D-erythro-pentofuranosyl)-3H-imidazo<4,5-b>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: 55.0%

5-chloro-7-nitro-3-(2-deoxy-3,5-di-O-p-toluoyl-β-D-erythro-pentofuranosyl)-3H-imidazo<4,5-b>pyridine (133832-69-6) → 5-chloro-7-(hydroxylamino)-3-(2-deoxy-3,5-di-O-p-toluoyl-β-D-erythro-pentofuranosyl)-3H-imidazo<4,5-b>pyridine (133832-70-9)

Guidance literature:

With sodium hypophosphite; palladium on activated charcoal; In tetrahydrofuran; water; for 14h;

DOI:10.1021/jm00111a044

Reference yield:

5-chloro-7-nitro-3H-imidazo<4,5-b>pyridine (101857-28-7) → 5-chloro-7-(hydroxylamino)-3-(2-deoxy-3,5-di-O-p-toluoyl-β-D-erythro-pentofuranosyl)-3H-imidazo<4,5-b>pyridine (133832-70-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) NaH / 1.) acetonitrile, RT, 30 min, 2.) 0 deg C, 3 h

2: 55 percent / NaH₂PO₂ / 5percent Pd/C / tetrahydrofuran; H₂O / 14 h

With sodium hypophosphite; sodium hydride; palladium on activated charcoal; In tetrahydrofuran; water;

DOI:10.1021/jm00111a044

Reference yield:

2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride (4330-21-6) → 5-chloro-7-(hydroxylamino)-3-(2-deoxy-3,5-di-O-p-toluoyl-β-D-erythro-pentofuranosyl)-3H-imidazo<4,5-b>pyridine (133832-70-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) NaH / 1.) acetonitrile, RT, 30 min, 2.) 0 deg C, 3 h

2: 55 percent / NaH₂PO₂ / 5percent Pd/C / tetrahydrofuran; H₂O / 14 h

With sodium hypophosphite; sodium hydride; palladium on activated charcoal; In tetrahydrofuran; water;

DOI:10.1021/jm00111a044

upstream raw materials:

5-chloro-7-nitro-3-(2-deoxy-3,5-di-O-p-toluoyl-β-D-erythro-pentofuranosyl)-3H-imidazo<4,5-b>pyridine

5-chloro-7-nitro-3H-imidazo<4,5-b>pyridine

2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride

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