8-[3,5-bis-O-(4-chlorobenzoyl)-2-deoxy-β-D-ribofuranosyl]-2-(methylsulfonyl)-4-[2-(4-nitrophenyl)ethoxy]-6-phenylpteridin-7(8H)-one

Base Information

Chemical Name:8-[3,5-bis-O-(4-chlorobenzoyl)-2-deoxy-β-D-ribofuranosyl]-2-(methylsulfonyl)-4-[2-(4-nitrophenyl)ethoxy]-6-phenylpteridin-7(8H)-one
CAS No.:195821-82-0
Molecular Formula:C₄₀H₃₁Cl₂N₅O₁₁S
Molecular Weight:860.685
Hs Code.:

Synonyms:8-[3,5-bis-O-(4-chlorobenzoyl)-2-deoxy-β-D-ribofuranosyl]-2-(methylsulfonyl)-4-[2-(4-nitrophenyl)ethoxy]-6-phenylpteridin-7(8H)-one

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Chemical Property of 8-[3,5-bis-O-(4-chlorobenzoyl)-2-deoxy-β-D-ribofuranosyl]-2-(methylsulfonyl)-4-[2-(4-nitrophenyl)ethoxy]-6-phenylpteridin-7(8H)-one

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Technology Process of 8-[3,5-bis-O-(4-chlorobenzoyl)-2-deoxy-β-D-ribofuranosyl]-2-(methylsulfonyl)-4-[2-(4-nitrophenyl)ethoxy]-6-phenylpteridin-7(8H)-one

There total 9 articles about 8-[3,5-bis-O-(4-chlorobenzoyl)-2-deoxy-β-D-ribofuranosyl]-2-(methylsulfonyl)-4-[2-(4-nitrophenyl)ethoxy]-6-phenylpteridin-7(8H)-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: 85.0%

: 195821-81-9
8-[3,5-bis-O-(4-chlorobenzoyl)-2-deoxy-β-D-ribofuranosyl]-2-(methylthio)-4-[2-(4-nitrophenyl)ethoxy]-6-phenylpteridin-7(8H)-one

: 195821-82-0
8-[3,5-bis-O-(4-chlorobenzoyl)-2-deoxy-β-D-ribofuranosyl]-2-(methylsulfonyl)-4-[2-(4-nitrophenyl)ethoxy]-6-phenylpteridin-7(8H)-one

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid;
DOI:10.1080/07328319708002965

Reference yield:

: 195821-78-4
2-(methylthio)-6-phenylpteridine-4,7(3H,8H)-dione

: 195821-82-0
8-[3,5-bis-O-(4-chlorobenzoyl)-2-deoxy-β-D-ribofuranosyl]-2-(methylsulfonyl)-4-[2-(4-nitrophenyl)ethoxy]-6-phenylpteridin-7(8H)-one

Guidance literature:: Multi-step reaction with 4 steps

1: 62 percent / pyridine; Et₃N / 0.75 h

2: 54 percent / DBU / acetonitrile / 1 h

3: 86 percent / PPh₃; diispropyl azodicarboxylate / dioxane

4: 85 percent / m-CPBA / CH₂Cl₂ / 18 h / 20 °C

With pyridine; di-isopropyl azodicarboxylate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; In 1,4-dioxane; dichloromethane; acetonitrile;
DOI:10.1002/1522-2675(20010815)84:8<2330::AID-HLCA2330>3.0.CO;2-U

Reference yield:

: 21740-23-8
3,5-O-bis(4-chlorobenzoyl)-2-deoxy-α-D-ribofuranosyl chloride

: 195821-82-0
8-[3,5-bis-O-(4-chlorobenzoyl)-2-deoxy-β-D-ribofuranosyl]-2-(methylsulfonyl)-4-[2-(4-nitrophenyl)ethoxy]-6-phenylpteridin-7(8H)-one

Guidance literature:: Multi-step reaction with 3 steps

1: 30 percent / DBU / acetonitrile / 1 h

2: 86 percent / PPh₃; diispropyl azodicarboxylate / dioxane

3: 85 percent / m-CPBA / CH₂Cl₂ / 18 h / 20 °C

With di-isopropyl azodicarboxylate; 1,8-diazabicyclo[5.4.0]undec-7-ene; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; In 1,4-dioxane; dichloromethane; acetonitrile;
DOI:10.1002/1522-2675(20010815)84:8<2330::AID-HLCA2330>3.0.CO;2-U