3-N-benzoyl-3',5'-di-O-benzoyl-5-(5-fluoropentyl)-2'-deoxy-2'-fluoroarabinouridine

Base Information

• Chemical Name: 3-N-benzoyl-3',5'-di-O-benzoyl-5-(5-fluoropentyl)-2'-deoxy-2'-fluoroarabinouridine
• CAS No.: 1037176-15-0
• Molecular Formula: C₃₅H₃₂F₂N₂O₈
• Molecular Weight: 646.644
• Mol file: 1037176-15-0.mol

Synonyms:3-N-benzoyl-3',5'-di-O-benzoyl-5-(5-fluoropentyl)-2'-deoxy-2'-fluoroarabinouridine

Chemical Property of 3-N-benzoyl-3',5'-di-O-benzoyl-5-(5-fluoropentyl)-2'-deoxy-2'-fluoroarabinouridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-N-benzoyl-3',5'-di-O-benzoyl-5-(5-fluoropentyl)-2'-deoxy-2'-fluoroarabinouridine

There total 2 articles about 3-N-benzoyl-3',5'-di-O-benzoyl-5-(5-fluoropentyl)-2'-deoxy-2'-fluoroarabinouridine 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: 53.0%

1-bromo-5-fluoropentane (407-97-6) + 1-(3,5-di-O-benzoyl-2-deoxy-2-fluoro-β-D-arabinofuranosyl)-N3-benzoyl-5-iodouracil (157428-24-5) → 3-N-benzoyl-3',5'-di-O-benzoyl-5-(5-fluoropentyl)-2'-deoxy-2'-fluoroarabinouridine (1037176-15-0)

Guidance literature:

1-bromo-5-fluoropentane; With iodine; zinc; In N,N-dimethyl acetamide; at 80 ℃;

1-(3,5-di-O-benzoyl-2-deoxy-2-fluoro-β-D-arabinofuranosyl)-N³-benzoyl-5-iodouracil; Pd(P(t-Bu)3); In N,N-dimethyl acetamide; at 20 ℃; for 0.5h; Further stages.;

DOI:10.1021/jo800444y

Reference yield:

(5-fluoropentyl)zinc bromide (1037176-29-6) + 1-(3,5-di-O-benzoyl-2-deoxy-2-fluoro-β-D-arabinofuranosyl)-N3-benzoyl-5-iodouracil (157428-24-5) → 3-N-benzoyl-3',5'-di-O-benzoyl-5-(5-fluoropentyl)-2'-deoxy-2'-fluoroarabinouridine (1037176-15-0)

Guidance literature:

With bis(tri-t-butylphosphine)palladium⁽⁰⁾; In N,N-dimethyl acetamide; at 20 ℃; Inert atmosphere;

DOI:10.1021/jm800501d

upstream raw materials:

1-bromo-5-fluoropentane

1-(3,5-di-O-benzoyl-2-deoxy-2-fluoro-β-D-arabinofuranosyl)-N³-benzoyl-5-iodouracil

(5-fluoropentyl)zinc bromide

Refernces

• 1、 Chacko, Ann-Marie,Qu, Wenchao,Kung, Hank F.. "Synthesis and in vitro evaluation of 5-[18F]fluoroalkyl pyrimidine nucleosides for molecular imaging of herpes simplex virus type 1 thymidine kinase reporter gene expression". body text. p. 5690 - 5701. Retrieved 2009/09/29.