2-amino-6-chloro-9-(3,5-di-O-benzoyl-2-deoxy-2-fluoro-α-D-arabinofuranosyl)-9H-purine

Base Information

• Chemical Name: 2-amino-6-chloro-9-(3,5-di-O-benzoyl-2-deoxy-2-fluoro-α-D-arabinofuranosyl)-9H-purine
• CAS No.: 118373-60-7
• Molecular Formula: C₂₄H₁₉ClFN₅O₅
• Molecular Weight: 511.897
• Mol file: 118373-60-7.mol

Synonyms:2-amino-6-chloro-9-(3,5-di-O-benzoyl-2-deoxy-2-fluoro-α-D-arabinofuranosyl)-9H-purine

Chemical Property of 2-amino-6-chloro-9-(3,5-di-O-benzoyl-2-deoxy-2-fluoro-α-D-arabinofuranosyl)-9H-purine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-amino-6-chloro-9-(3,5-di-O-benzoyl-2-deoxy-2-fluoro-α-D-arabinofuranosyl)-9H-purine

There total 8 articles about 2-amino-6-chloro-9-(3,5-di-O-benzoyl-2-deoxy-2-fluoro-α-D-arabinofuranosyl)-9H-purine 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:

2-deoxy-2-fluoro-3,5-di-O-benzoyl-α-D-arabinofuranosyl bromide (97614-44-3) + 2-Amino-6-chloropurin (10310-21-1) → 2-amino-6-chloro-9-(3',5'-di-O-benzoyl-2'-deoxy-2'-fluoro-β-D-arabinofuranosyl)-9H-purine (118373-61-8) + 2-amino-6-chloro-9-(3,5-di-O-benzoyl-2-deoxy-2-fluoro-α-D-arabinofuranosyl)-9H-purine (118373-60-7)

Guidance literature:

2-Amino-6-chloropurin; With potassium tert-butylate; In 1,2-dimethoxyethane; at 20 ℃; for 0.666667h;

2-deoxy-2-fluoro-3,5-di-O-benzoyl-α-D-arabinofuranosyl bromide; In 1,2-dichloro-ethane; acetonitrile; at 20 ℃; for 18h; Solvent; stereoselective reaction; Inert atmosphere;

DOI:10.1016/j.tetlet.2015.11.091

Reference yield:

(6-chloro-9-trimethylsilanyl-9H-purin-2-yl)-trimethylsilanyl-amine (72101-44-1) → 2-amino-6-chloro-9-(3,5-di-O-benzoyl-2-deoxy-2-fluoro-α-D-arabinofuranosyl)-9H-purine (118373-60-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) Hg(CN)2 / 1.) C₆H₆, reflux, 30 min, 2.) reflux, 3.4 h

2: 1 M Bu₄NF / CH₂Cl₂; tetrahydrofuran / 0.25 h

With tetrabutyl ammonium fluoride; mercury(II) cyanide; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jm00107a006

Reference yield:

2-deoxy-2-fluoro-3,5-di-O-benzoyl-α-D-arabinofuranosyl bromide (97614-44-3) → 2-amino-6-chloro-9-(3,5-di-O-benzoyl-2-deoxy-2-fluoro-α-D-arabinofuranosyl)-9H-purine (118373-60-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) Hg(CN)2 / 1.) C₆H₆, reflux, 30 min, 2.) reflux, 3.4 h

2: 1 M Bu₄NF / CH₂Cl₂; tetrahydrofuran / 0.25 h

With tetrabutyl ammonium fluoride; mercury(II) cyanide; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jm00107a006

upstream raw materials:

2-deoxy-2-fluoro-3,5-di-O-benzoyl-α-D-arabinofuranosyl bromide

2-amino-6-chloropurine

1,3,5-tri-O-benzoyl-2-deoxy-2-fluoro-α-D-arabinofuranose

(6-chloro-9-trimethylsilanyl-9H-purin-2-yl)-trimethylsilanyl-amine