2-benzylthio-6,7-dichloro-1-(β-D-ribofuranosyl)imidazo[4,5-b]quinoline

Base Information

Chemical Name:2-benzylthio-6,7-dichloro-1-(β-D-ribofuranosyl)imidazo[4,5-b]quinoline
CAS No.:285132-20-9
Molecular Formula:C₂₂H₁₉Cl₂N₃O₄S
Molecular Weight:492.383
Hs Code.:

Synonyms:2-benzylthio-6,7-dichloro-1-(β-D-ribofuranosyl)imidazo[4,5-b]quinoline

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Chemical Property of 2-benzylthio-6,7-dichloro-1-(β-D-ribofuranosyl)imidazo[4,5-b]quinoline

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Technology Process of 2-benzylthio-6,7-dichloro-1-(β-D-ribofuranosyl)imidazo[4,5-b]quinoline

There total 4 articles about 2-benzylthio-6,7-dichloro-1-(β-D-ribofuranosyl)imidazo[4,5-b]quinoline 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: 100.0%

: 100-39-0
benzyl bromide

: 285132-10-7
6,7-dichloro-3-(β-D-ribofuranosyl)imidazo[4,5-b]quinoline-2-thione

: 285132-20-9
2-benzylthio-6,7-dichloro-1-(β-D-ribofuranosyl)imidazo[4,5-b]quinoline

Guidance literature:: With ammonium hydroxide; In methanol; at 20 ℃; for 4h;
DOI:10.1021/jm990290y

Reference yield:

: 177980-41-5
6,7-dichloro-3-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)imidazo<4,5-b>quinolin-2-one

: 285132-20-9
2-benzylthio-6,7-dichloro-1-(β-D-ribofuranosyl)imidazo[4,5-b]quinoline

Guidance literature:: Multi-step reaction with 4 steps

1.1: POCl₃ / acetonitrile / 20 °C

1.2: Et₃N / acetonitrile / 24 h / 20 °C

2.1: H₂S; Et₃N / acetonitrile / 0.5 h / 20 °C

3.1: 100 percent / NaOMe / methanol / 5 h / 20 °C

4.1: 100 percent / aq. NH₃ / methanol / 4 h / 20 °C

With ammonium hydroxide; hydrogen sulfide; sodium methylate; triethylamine; trichlorophosphate; In methanol; acetonitrile; 1.1: Phosphorylation / 1.2: Condensation / 2.1: Substitution / 3.1: Debenzoylation / 4.1: Benzylation;
DOI:10.1021/jm990290y

Reference yield:

: 285132-09-4
6,7-dichloro-3-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)imidazo[4,5-b]quinolin-2-thione

: 285132-20-9
2-benzylthio-6,7-dichloro-1-(β-D-ribofuranosyl)imidazo[4,5-b]quinoline

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / NaOMe / methanol / 5 h / 20 °C

2: 100 percent / aq. NH₃ / methanol / 4 h / 20 °C

With ammonium hydroxide; sodium methylate; In methanol; 1: Debenzoylation / 2: Benzylation;
DOI:10.1021/jm990290y