Azddfc

Base Information

• Chemical Name: Azddfc
• CAS No.: 87190-80-5
• Molecular Formula: C₉H₁₁FN₆O₃
• Molecular Weight: 270.223
• Mol file: 87190-80-5.mol

Synonyms:3'-Azido-2',3'-dideoxy-5-fluorocytidine;3'-N3-5-F-ddC;

Chemical Property of Azddfc

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 141.11000
• Density: g/cm³
• LogP: -0.28154

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Azddfc

There total 4 articles about Azddfc 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: 59.0%

Acetic acid (2S,3S,5R)-3-azido-5-(5-fluoro-2-oxo-4-[1,2,4]triazol-1-yl-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester (87190-78-1) → 3'-azido-2',3'-dideoxy-5-fluorocytidine (87190-80-5)

Guidance literature:

With ammonium hydroxide; In 1,4-dioxane; for 4h; Ambient temperature;

DOI:10.1021/jm00366a006

Reference yield:

Navuridine (84472-85-5) → 3'-azido-2',3'-dideoxy-5-fluorocytidine (87190-80-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) CF₃OF, 2.) NH₄OH / 1.) MeOH, CH₂Cl₂, -78 deg C, 2.) MeOH, 5 deg C, overnight

2: 48 percent / pyridine / 0 °C

3: 4-chlorophenyl phosphorodichloridate, pyridine / 72 h / Ambient temperature

4: 59 percent / aq. NH₄OH / dioxane / 4 h / Ambient temperature

With pyridine; ammonium hydroxide; hypofluorous acid trifluoromethyl ester; 4-chlorophenylphosphorodichloridate; In 1,4-dioxane;

DOI:10.1021/jm00366a006

Reference yield:

1-(3-azido-2,3-dideoxy-β-D-erythro-pentofuranosyl)-5-fluorouracil (87190-74-7) → 3'-azido-2',3'-dideoxy-5-fluorocytidine (87190-80-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 48 percent / pyridine / 0 °C

2: 4-chlorophenyl phosphorodichloridate, pyridine / 72 h / Ambient temperature

3: 59 percent / aq. NH₄OH / dioxane / 4 h / Ambient temperature

With pyridine; ammonium hydroxide; 4-chlorophenylphosphorodichloridate; In 1,4-dioxane;

DOI:10.1021/jm00366a006

upstream raw materials:

Acetic acid (2S,3S,5R)-3-azido-5-(5-fluoro-2-oxo-4-[1,2,4]triazol-1-yl-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester

Navuridine

1-(3-azido-2,3-dideoxy-β-D-erythro-pentofuranosyl)-5-fluorouracil

3'-azido-2',3'-dideoxy-5'-O-acetyl-5-fluorouridine

Refernces