2-N-Acetyl-6-O-((4-nitrophenyl)ethyl)-9-(2,5-di-O-trityl-3-O-triflyl-β-D-ribofuranosyl)guanine

Base Information

• Chemical Name: 2-N-Acetyl-6-O-((4-nitrophenyl)ethyl)-9-(2,5-di-O-trityl-3-O-triflyl-β-D-ribofuranosyl)guanine
• CAS No.: 144588-17-0
• Molecular Formula: C₅₉H₄₉F₃N₆O₁₀S
• Molecular Weight: 1091.13
• Mol file: 144588-17-0.mol

Synonyms:2-N-Acetyl-6-O-((4-nitrophenyl)ethyl)-9-(2,5-di-O-trityl-3-O-triflyl-β-D-ribofuranosyl)guanine

Chemical Property of 2-N-Acetyl-6-O-((4-nitrophenyl)ethyl)-9-(2,5-di-O-trityl-3-O-triflyl-β-D-ribofuranosyl)guanine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-N-Acetyl-6-O-((4-nitrophenyl)ethyl)-9-(2,5-di-O-trityl-3-O-triflyl-β-D-ribofuranosyl)guanine

There total 4 articles about 2-N-Acetyl-6-O-((4-nitrophenyl)ethyl)-9-(2,5-di-O-trityl-3-O-triflyl-β-D-ribofuranosyl)guanine 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: 88.0%

trifluoromethane sulfonyl chloride (421-83-0) + N-{9-((2R,3R,4R,5R)-4-Hydroxy-3-trityloxy-5-trityloxymethyl-tetrahydro-furan-2-yl)-6-[2-(4-nitro-phenyl)-ethoxy]-9H-purin-2-yl}-acetamide → 2-N-Acetyl-6-O-((4-nitrophenyl)ethyl)-9-(2,5-di-O-trityl-3-O-triflyl-β-D-ribofuranosyl)guanine (144588-17-0)

Guidance literature:

With dmap; triethylamine; In dichloromethane; for 0.5h; Ambient temperature;

DOI:10.1021/jo00052a055

Reference yield:

trityl chloride (76-83-5) → 2-N-Acetyl-6-O-((4-nitrophenyl)ethyl)-9-(2,5-di-O-trityl-3-O-triflyl-β-D-ribofuranosyl)guanine (144588-17-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 98 percent / 4-(dimethylamino)pyridine (DMAP) / 96 h / Ambient temperature

2: 50 percent / 2,4,6-collidine, AgNO₃ / dimethylformamide / Ambient temperature

3: 88 percent / 4-(dimethylamino)pyridine (DMAP), Et₃N / CH₂Cl₂ / 0.5 h / Ambient temperature

With 2,4,6-trimethyl-pyridine; dmap; silver nitrate; triethylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo00052a055

Reference yield:

2-N-Acetyl-6-O-((4-nitrophenyl)ethyl)guanosine → 2-N-Acetyl-6-O-((4-nitrophenyl)ethyl)-9-(2,5-di-O-trityl-3-O-triflyl-β-D-ribofuranosyl)guanine (144588-17-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 98 percent / 4-(dimethylamino)pyridine (DMAP) / 96 h / Ambient temperature

2: 50 percent / 2,4,6-collidine, AgNO₃ / dimethylformamide / Ambient temperature

3: 88 percent / 4-(dimethylamino)pyridine (DMAP), Et₃N / CH₂Cl₂ / 0.5 h / Ambient temperature

With 2,4,6-trimethyl-pyridine; dmap; silver nitrate; triethylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo00052a055

upstream raw materials:

trifluoromethane sulfonyl chloride

trityl chloride

N-{9-((2R,3R,4S,5R)-3,4-Dihydroxy-5-trityloxymethyl-tetrahydro-furan-2-yl)-6-[2-(4-nitro-phenyl)-ethoxy]-9H-purin-2-yl}-acetamide

Downstream raw materials:

2-N-Acetyl-6-O-((4-nitrophenyl)ethyl)-9-(2,5-di-O-trityl-3.deoxy-3 fluoro-β-D-ribofuranosyl)guanine

2-N-Acetyl-6-O-((4-nitrophenyl)ethyl)-9-(2,5-di-O-trityl-3-O-benzoyl-β-D-xylofuranosyl)guanine

2-N-Acetyl-6-O-((4-nitrophenyl)ethyl)-9-(2,5-di-O-trityl-3-O-acetyl-β-D-ribofuranosyl)guanine

2-N-Acetyl-9-(2,5-di-O-trityl-3-O-acetyl-β-D-xylofuranosyl)guanine