8-(2-deoxy-3,5-di-O-toluoyl-β-D-ribofuranosyl)-6-methyl-2-methylsulfonyl-4-[2-(4-nitrophenyl)ethoxy]-8H-pteridin-7-one

Base Information

Chemical Name:8-(2-deoxy-3,5-di-O-toluoyl-β-D-ribofuranosyl)-6-methyl-2-methylsulfonyl-4-[2-(4-nitrophenyl)ethoxy]-8H-pteridin-7-one
CAS No.:174522-88-4
Molecular Formula:C₃₇H₃₅N₅O₁₁S
Molecular Weight:757.778
Hs Code.:

Synonyms:8-(2-deoxy-3,5-di-O-toluoyl-β-D-ribofuranosyl)-6-methyl-2-methylsulfonyl-4-[2-(4-nitrophenyl)ethoxy]-8H-pteridin-7-one

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Chemical Property of 8-(2-deoxy-3,5-di-O-toluoyl-β-D-ribofuranosyl)-6-methyl-2-methylsulfonyl-4-[2-(4-nitrophenyl)ethoxy]-8H-pteridin-7-one

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Technology Process of 8-(2-deoxy-3,5-di-O-toluoyl-β-D-ribofuranosyl)-6-methyl-2-methylsulfonyl-4-[2-(4-nitrophenyl)ethoxy]-8H-pteridin-7-one

There total 6 articles about 8-(2-deoxy-3,5-di-O-toluoyl-β-D-ribofuranosyl)-6-methyl-2-methylsulfonyl-4-[2-(4-nitrophenyl)ethoxy]-8H-pteridin-7-one 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: 86.0%

: 174522-87-3
6-methyl-2-methylthio-4-p-nitrophenylethoxy-8-(3,5-di-O-p-toluoyl-2-deoxy-β-D-ribofuranosyl)-pteridine-7-one

: 174522-88-4
8-(2-deoxy-3,5-di-O-toluoyl-β-D-ribofuranosyl)-6-methyl-2-methylsulfonyl-4-[2-(4-nitrophenyl)ethoxy]-8H-pteridin-7-one

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; for 24h; Ambient temperature;

Reference yield:

: 54030-57-8
5,6-diamino-2-(methylthio)pyrimidin-4(3H)-one

: 174522-88-4
8-(2-deoxy-3,5-di-O-toluoyl-β-D-ribofuranosyl)-6-methyl-2-methylsulfonyl-4-[2-(4-nitrophenyl)ethoxy]-8H-pteridin-7-one

Guidance literature:: Multi-step reaction with 6 steps

1: 64 percent / AcOH / 80 °C

2: 96 percent / aq. NaOH / 0.5 h / 80 °C

3: 68 percent / pyridine / 2 h / Ambient temperature

4: 1.) DBU / 1.) MeCN, room temperature, 2.) 1 h

5: 85 percent / Ph₃P, diisopropyl azodicarboxylate / dioxane / 2.5 h / Ambient temperature

6: 86 percent / m-CPBA / CH₂Cl₂ / 24 h / Ambient temperature

With pyridine; sodium hydroxide; di-isopropyl azodicarboxylate; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; In 1,4-dioxane; dichloromethane;

Reference yield:

: 138612-37-0
6-methyl-2-methylthio-4(3H),7(8H)-pteridinedione

: 174522-88-4
8-(2-deoxy-3,5-di-O-toluoyl-β-D-ribofuranosyl)-6-methyl-2-methylsulfonyl-4-[2-(4-nitrophenyl)ethoxy]-8H-pteridin-7-one

Guidance literature:: Multi-step reaction with 4 steps

1: 68 percent / pyridine / 2 h / Ambient temperature

2: 1.) DBU / 1.) MeCN, room temperature, 2.) 1 h

3: 85 percent / Ph₃P, diisopropyl azodicarboxylate / dioxane / 2.5 h / Ambient temperature

4: 86 percent / m-CPBA / CH₂Cl₂ / 24 h / Ambient temperature

With pyridine; di-isopropyl azodicarboxylate; 1,8-diazabicyclo[5.4.0]undec-7-ene; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; In 1,4-dioxane; dichloromethane;