8-(2-deoxy-3,5-di-O-toluoyl-β-D-ribofuranosyl)-6-methyl-O⁴-[2-(4-nitrophenyl)ethyl]-isoxanthopterin

Base Information

• Chemical Name: 8-(2-deoxy-3,5-di-O-toluoyl-β-D-ribofuranosyl)-6-methyl-O⁴-[2-(4-nitrophenyl)ethyl]-isoxanthopterin
• CAS No.: 174522-89-5
• Molecular Formula: C₃₆H₃₄N₆O₉
• Molecular Weight: 694.701

Synonyms:8-(2-deoxy-3,5-di-O-toluoyl-β-D-ribofuranosyl)-6-methyl-O⁴-[2-(4-nitrophenyl)ethyl]-isoxanthopterin

Chemical Property of 8-(2-deoxy-3,5-di-O-toluoyl-β-D-ribofuranosyl)-6-methyl-O⁴-[2-(4-nitrophenyl)ethyl]-isoxanthopterin

Chemical Property:

Purity/Quality:

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Technology Process of 8-(2-deoxy-3,5-di-O-toluoyl-β-D-ribofuranosyl)-6-methyl-O⁴-[2-(4-nitrophenyl)ethyl]-isoxanthopterin

There total 5 articles about 8-(2-deoxy-3,5-di-O-toluoyl-β-D-ribofuranosyl)-6-methyl-O⁴-[2-(4-nitrophenyl)ethyl]-isoxanthopterin 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:

6-methyl-2-methylthio-4(3H),7(8H)-pteridinedione (138612-37-0) → 8-(2-deoxy-3,5-di-O-toluoyl-β-D-ribofuranosyl)-6-methyl-O4-[2-(4-nitrophenyl)ethyl]-isoxanthopterin (174522-89-5)

Guidance literature:

Multi-step reaction with 5 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

5: NH₃ gas / CH₂Cl₂ / 3 h / Ambient temperature

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

Reference yield:

(2-Methylsulfanyl-4,7-dioxo-3,4,7,8-tetrahydro-pteridin-6-yl)-acetic acid ethyl ester (174522-85-1) → 8-(2-deoxy-3,5-di-O-toluoyl-β-D-ribofuranosyl)-6-methyl-O4-[2-(4-nitrophenyl)ethyl]-isoxanthopterin (174522-89-5)

Guidance literature:

Multi-step reaction with 6 steps

1: 96 percent / aq. NaOH / 0.5 h / 80 °C

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

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

4: 85 percent / Ph₃P, diisopropyl azodicarboxylate / dioxane / 2.5 h / Ambient temperature

5: 86 percent / m-CPBA / CH₂Cl₂ / 24 h / Ambient temperature

6: NH₃ gas / CH₂Cl₂ / 3 h / Ambient temperature

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

Reference yield:

2,2-Dimethyl-propionic acid 6-methyl-2-methylsulfanyl-7-oxo-7,8-dihydro-pteridin-4-yl ester (205185-12-2) → 8-(2-deoxy-3,5-di-O-toluoyl-β-D-ribofuranosyl)-6-methyl-O4-[2-(4-nitrophenyl)ethyl]-isoxanthopterin (174522-89-5)

Guidance literature:

Multi-step reaction with 4 steps

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

2: 85 percent / Ph₃P, diisopropyl azodicarboxylate / dioxane / 2.5 h / Ambient temperature

3: 86 percent / m-CPBA / CH₂Cl₂ / 24 h / Ambient temperature

4: NH₃ gas / CH₂Cl₂ / 3 h / Ambient temperature

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

upstream raw materials:

6-methyl-2-methylthio-4(3H),7(8H)-pteridinedione

(2-Methylsulfanyl-4,7-dioxo-3,4,7,8-tetrahydro-pteridin-6-yl)-acetic acid ethyl ester

2,2-Dimethyl-propionic acid 6-methyl-2-methylsulfanyl-7-oxo-7,8-dihydro-pteridin-4-yl ester

6-methyl-2-methylthio-8-(2-deoxy-3,5-di-O-p-toluoyl-β-D-ribofuranosyl)-4(3H),7(8H)-pteridinedione

Downstream raw materials:

2-Amino-8-{(2R,4S,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-6-methyl-4-[2-(4-nitro-phenyl)-ethoxy]-8H-pteridin-7-one

2-Amino-8-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-6-methyl-4-[2-(4-nitro-phenyl)-ethoxy]-8H-pteridin-7-one

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