2-benzoylamino-3-(2-deoxy-β-D-ribofuranosyl)-7-hydroxy-1,8-naphthyridine

Base Information

Chemical Name:2-benzoylamino-3-(2-deoxy-β-D-ribofuranosyl)-7-hydroxy-1,8-naphthyridine
CAS No.:848623-46-1
Molecular Formula:C₂₀H₁₉N₃O₅
Molecular Weight:381.388
Hs Code.:

Synonyms:2-benzoylamino-3-(2-deoxy-β-D-ribofuranosyl)-7-hydroxy-1,8-naphthyridine

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Chemical Property of 2-benzoylamino-3-(2-deoxy-β-D-ribofuranosyl)-7-hydroxy-1,8-naphthyridine

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Technology Process of 2-benzoylamino-3-(2-deoxy-β-D-ribofuranosyl)-7-hydroxy-1,8-naphthyridine

There total 7 articles about 2-benzoylamino-3-(2-deoxy-β-D-ribofuranosyl)-7-hydroxy-1,8-naphthyridine 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: 84.0%

: 700871-16-5
2-amino-3-(2-deoxy-β-D-ribofuranosyl)-7-hydroxy-1,8-naphthyridine

: 98-88-4
benzoyl chloride

: 848623-46-1
2-benzoylamino-3-(2-deoxy-β-D-ribofuranosyl)-7-hydroxy-1,8-naphthyridine

Guidance literature:: 2-amino-3-(2-deoxy-β-D-ribofuranosyl)-7-hydroxy-1,8-naphthyridine; With pyridine; chloro-trimethyl-silane; at 20 ℃; for 0.5h;

benzoyl chloride; at 20 ℃; for 9h;
DOI:10.1002/anie.200461857

Reference yield:

: 918408-93-2
2-amino-3,6-diiodo-7-hydroxy-6-iodo-1,8-naphthyridine

: 848623-46-1
2-benzoylamino-3-(2-deoxy-β-D-ribofuranosyl)-7-hydroxy-1,8-naphthyridine

Guidance literature:: Multi-step reaction with 6 steps

1.1: dimethylformamide / 7 h / 20 °C

2.1: 63 percent / triphenylphosphine; tributyltin hydride / (dba)3Pd₂*CHCl₃ / dimethylformamide / 24 h / 60 °C

3.1: triphenylarsine; tributylamine / palladium(II) acetate / dimethylformamide / 60 °C

4.1: AcOH; tetrabutylammonium fluoride / dimethylformamide; tetrahydrofuran / cooling

4.2: AcOH; sodium triacetoxyborohydride / acetonitrile / 1 h / 0 °C

5.1: 99 percent / ammonia / methanol / Heating

6.1: trimethylchlorosilane; pyridine / 0.5 h / 20 °C

6.2: 84 percent / 9 h / 20 °C

With pyridine; chloro-trimethyl-silane; tributyl-amine; triphenyl-arsane; tetrabutyl ammonium fluoride; ammonia; tri-n-butyl-tin hydride; acetic acid; triphenylphosphine; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; palladium diacetate; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; 3.1: Heck coupling;
DOI:10.1002/anie.200461857

Reference yield:

: 848623-44-9
2-(N,N-dibutylaminomethylidene)amino-7-hydroxy-3-iodo-1,8-naphthyridine

: 848623-46-1
2-benzoylamino-3-(2-deoxy-β-D-ribofuranosyl)-7-hydroxy-1,8-naphthyridine

Guidance literature:: Multi-step reaction with 4 steps

1.1: triphenylarsine; tributylamine / palladium(II) acetate / dimethylformamide / 60 °C

2.1: AcOH; tetrabutylammonium fluoride / dimethylformamide; tetrahydrofuran / cooling

2.2: AcOH; sodium triacetoxyborohydride / acetonitrile / 1 h / 0 °C

3.1: 99 percent / ammonia / methanol / Heating

4.1: trimethylchlorosilane; pyridine / 0.5 h / 20 °C

4.2: 84 percent / 9 h / 20 °C

With pyridine; chloro-trimethyl-silane; tributyl-amine; triphenyl-arsane; tetrabutyl ammonium fluoride; ammonia; acetic acid; palladium diacetate; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; 1.1: Heck coupling;
DOI:10.1002/anie.200461857