9,10-Dioxo-9,10-dihydro-anthracene-2-carboxylic acid [3-(6-amino-9-{(2R,4S,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-9H-purin-8-yl)-prop-2-ynyl]-amide

Base Information

• Chemical Name: 9,10-Dioxo-9,10-dihydro-anthracene-2-carboxylic acid [3-(6-amino-9-{(2R,4S,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-9H-purin-8-yl)-prop-2-ynyl]-amide
• CAS No.: 309924-40-1
• Molecular Formula: C₄₉H₄₀N₆O₈
• Molecular Weight: 840.892
• Mol file: 309924-40-1.mol

Synonyms:9,10-Dioxo-9,10-dihydro-anthracene-2-carboxylic acid [3-(6-amino-9-{(2R,4S,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-9H-purin-8-yl)-prop-2-ynyl]-amide

Chemical Property of 9,10-Dioxo-9,10-dihydro-anthracene-2-carboxylic acid [3-(6-amino-9-{(2R,4S,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-9H-purin-8-yl)-prop-2-ynyl]-amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 9,10-Dioxo-9,10-dihydro-anthracene-2-carboxylic acid [3-(6-amino-9-{(2R,4S,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-9H-purin-8-yl)-prop-2-ynyl]-amide

There total 5 articles about 9,10-Dioxo-9,10-dihydro-anthracene-2-carboxylic acid [3-(6-amino-9-{(2R,4S,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-9H-purin-8-yl)-prop-2-ynyl]-amide 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: 75.0%

5-(6-amino-8-bromo-9H-purin-9-yl)-2-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)tetrahydrofuran-3-ol (149540-21-6) + N-(2-propynyl)-anthraquinone carboxamide (309924-33-2) → 9,10-Dioxo-9,10-dihydro-anthracene-2-carboxylic acid [3-(6-amino-9-{(2R,4S,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-9H-purin-8-yl)-prop-2-ynyl]-amide (309924-40-1)

Guidance literature:

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 45 - 50 ℃; for 2.5h;

DOI:10.1021/ol006303f

Reference yield:

anthraquinone-2-carboxylic acid (117-78-2) → 9,10-Dioxo-9,10-dihydro-anthracene-2-carboxylic acid [3-(6-amino-9-{(2R,4S,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-9H-purin-8-yl)-prop-2-ynyl]-amide (309924-40-1)

Guidance literature:

Multi-step reaction with 3 steps

1: (COCl)2; DMF / CH₂Cl₂

2: DIEA / CH₂Cl₂ / 20 °C

3: 75 percent / DIEA; Pd(PPh₃)4; CuI / dimethylformamide / 2.5 h / 45 - 50 °C

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; oxalyl dichloride; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; In dichloromethane; N,N-dimethyl-formamide; 1: Substitution / 2: Substitution / 3: Substitution;

DOI:10.1021/ol006303f

Reference yield:

4,4'-dimethoxytrityl chloride (40615-36-9) → 9,10-Dioxo-9,10-dihydro-anthracene-2-carboxylic acid [3-(6-amino-9-{(2R,4S,5R)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-9H-purin-8-yl)-prop-2-ynyl]-amide (309924-40-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 81 percent / DMAP / pyridine

2: 75 percent / DIEA; Pd(PPh₃)4; CuI / dimethylformamide / 2.5 h / 45 - 50 °C

With dmap; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; N-ethyl-N,N-diisopropylamine; In pyridine; N,N-dimethyl-formamide; 1: Substitution / 2: Substitution;

DOI:10.1021/ol006303f

upstream raw materials:

5-(6-amino-8-bromo-9H-purin-9-yl)-2-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)tetrahydrofuran-3-ol

N-(2-propynyl)-anthraquinone carboxamide

anthraquinone-2-carboxylic acid

4,4'-dimethoxytrityl chloride