1-(2-deoxy-3-O-mesyl-5-O-trityl-β-D-threo-pentofuranosyl)-5-fluorouracil

Base Information

• Chemical Name: 1-(2-deoxy-3-O-mesyl-5-O-trityl-β-D-threo-pentofuranosyl)-5-fluorouracil
• CAS No.: 1456615-51-2
• Molecular Formula: C₂₉H₂₇FN₂O₇S
• Molecular Weight: 566.607
• Mol file: 1456615-51-2.mol

Synonyms:1-(2-deoxy-3-O-mesyl-5-O-trityl-β-D-threo-pentofuranosyl)-5-fluorouracil

Chemical Property of 1-(2-deoxy-3-O-mesyl-5-O-trityl-β-D-threo-pentofuranosyl)-5-fluorouracil

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(2-deoxy-3-O-mesyl-5-O-trityl-β-D-threo-pentofuranosyl)-5-fluorouracil

There total 6 articles about 1-(2-deoxy-3-O-mesyl-5-O-trityl-β-D-threo-pentofuranosyl)-5-fluorouracil 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: 100.0%

1-(5-O-Trityl-2-deoxy-β-D-lyxofuranosyl)-5-fluorouracil (103285-11-6) + methanesulfonyl chloride (124-63-0) → 1-(2-deoxy-3-O-mesyl-5-O-trityl-β-D-threo-pentofuranosyl)-5-fluorouracil (1456615-51-2)

Guidance literature:

With pyridine; at 20 ℃; for 2h;

DOI:10.1080/15257770.2019.1610891

Reference yield: 86.0%

methanesulfonyl chloride (124-63-0) + 1-(2-deoxy-5-O-trityl-β-D-erythro-pentofuranosyl)-5-fluorouracil (4031-24-7,10343-71-2,103285-11-6) → 1-(2-deoxy-3-O-mesyl-5-O-trityl-β-D-threo-pentofuranosyl)-5-fluorouracil (1456615-51-2)

Guidance literature:

With pyridine; at 20 ℃; for 2h;

DOI:10.1016/j.ejmech.2013.06.047

Reference yield:

1-(2-deoxy-3-O-methanesulfonyl-5-O-trityl-β-D-ribopentofuranosyl)-5-fluorouracil (101039-89-8) → 1-(2-deoxy-3-O-mesyl-5-O-trityl-β-D-threo-pentofuranosyl)-5-fluorouracil (1456615-51-2)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium hydroxide / ethanol / 0.17 h / 90 °C

2: sodium hydroxide / 1 h / 85 - 90 °C

3: pyridine / 2 h / 20 °C

With pyridine; sodium hydroxide; In ethanol;

DOI:10.1080/15257770.2019.1610891

upstream raw materials:

methanesulfonyl chloride

1-(2-deoxy-5-O-trityl-β-D-erythro-pentofuranosyl)-5-fluorouracil

1-(2-deoxy-3-O-methanesulfonyl-5-O-trityl-β-D-ribopentofuranosyl)-5-fluorouracil

2,3'-anhydro-1-(2-deoxy-5-O-trityl-β-D-threo-pentofuranosyl)-5-fluorouracil

Downstream raw materials:

3'-azido-2',3'-dideoxy-5-fluorouridine 5'-O-[4-chlorophenyl-N-(4-azidobutyl)phosphate]

3'-azido-2',3'-dideoxy-5-fluorouridine 5'-O-(4-chlorophenyl-N-butylphosphate)

3'-azido-2',3'-dideoxy-5-fluorouridine 5'-O-[4-chlorophenyl-N-(3-azidopropyl)phosphate]

3'-azido-2',3'-dideoxy-5-fluorouridine 5'-O-(4-chlorophenyl-N-propargylphosphate)