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

Base Information

• Chemical Name: 5-(6-amino-8-bromo-9H-purin-9-yl)-2-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)tetrahydrofuran-3-ol
• CAS No.: 149540-21-6
• Molecular Formula: C₃₁H₃₀BrN₅O₅
• Molecular Weight: 632.514
• Mol file: 149540-21-6.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

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

4,4'-dimethoxytrityl chloride (40615-36-9) + 8-bromo-2'-deoxyadenosine (14985-44-5,90968-89-1) → 5-(6-amino-8-bromo-9H-purin-9-yl)-2-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)tetrahydrofuran-3-ol (149540-21-6)

Guidance literature:

With pyridine; dmap; at 20 ℃; for 3h;

DOI:10.1002/cbic.201800616

Reference yield:

2'-deoxy-D-adenosine (958-09-8,7005-15-4) → 5-(6-amino-8-bromo-9H-purin-9-yl)-2-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)tetrahydrofuran-3-ol (149540-21-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 79 percent / Br₂ / acetate buffer / 4 h / 20 °C / pH 4.0

2: 72 percent / TEA; DMAP; pyridine / 4 h / 20 °C

With pyridine; dmap; TEA; bromine; In acetate buffer;

DOI:10.1081/NCN-200051894

Reference yield: 98.0%

5-(6-amino-8-bromo-9H-purin-9-yl)-2-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)tetrahydrofuran-3-ol (149540-21-6) + prop-1-yne (74-99-7) → 8-(prop-1-ynyl)-5'-O-(4,4-dimethoxytrityl)-2'-deoxyadenosine (204582-48-9)

Guidance literature:

With copper(l) iodide; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; for 4h;

DOI:10.1039/a707031d

upstream raw materials:

4,4'-dimethoxytrityl chloride

8-bromo-2'-deoxyadenosine

2'-deoxy-D-adenosine

Downstream raw materials:

8-(prop-1-ynyl)-5'-O-(4,4-dimethoxytrityl)-2'-deoxyadenosine

N-[3-(6-amino-9-{5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-9H-purin-8-yl)-prop-2-ynyl]-3-phenothiazin-10-yl-propionamide

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

5'-O-dimethoxytrityl-8-bromo-2'-deoxyadenosine 3'-dibenzyl phosphate