5'-Deoxy-5-fluoro-N-[(2-methylbutoxy)carbonyl]cytidine

Base Information

• Chemical Name: 5'-Deoxy-5-fluoro-N-[(2-methylbutoxy)carbonyl]cytidine
• CAS No.: 910129-15-6
• Molecular Formula: C₁₅H₂₂FN₃O₆
• Molecular Weight: 359.355
• Hs Code.: 29389090
• Mol file: 910129-15-6.mol

Synonyms:5-Deoxy-5-fluoro-N-[(2-methylbutoxy)carbonyl]cytidine;Capecitabine iMpurity E;Cytidine, 5-deoxy-5-fluoro-N-[(2-Methylbutoxy)carbonyl]-

Chemical Property of 5'-Deoxy-5-fluoro-N-[(2-methylbutoxy)carbonyl]cytidine

Chemical Property:

• Melting Point: 62-64°C
• PSA: 126.40000
• LogP: 0.62970
• Storage Temp.: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• Solubility.: Chloroform (Slightly), Methanol (Slightly)

Purity/Quality:

97% ^*data from raw suppliers

2-Methylbutyl(1-((2R,3R,4S,5R)-3,4-dihydroxy-5-methyltetrahydrofuran-2-yl)-5-fluoro-2-oxo-1,2-dihydropyrimidin-4-yl)carbamate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 5''-Deoxy-5-fluoro-N-[(2-methylbutoxy)carbonyl]cytidine (Capecitabine EP Impurity D) is a Capecitabine analog which shows antitumor activity. A Capecitabine analog which shows antitumor activity.

Technology Process of 5'-Deoxy-5-fluoro-N-[(2-methylbutoxy)carbonyl]cytidine

There total 4 articles about 5'-Deoxy-5-fluoro-N-[(2-methylbutoxy)carbonyl]cytidine 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:

C19H26FN3O8 (1341231-51-3) → 5'-deoxy-5-fluoro-N4-(2-methyl-1-butyloxycarbonyl)cytidine (910129-15-6)

Guidance literature:

With sodium hydroxide; In acetone; at -15 - 10 ℃; for 2h;

DOI:10.1016/j.ejmech.2012.06.023

Reference yield:

(+/-)-2-methyl-1-butanol (137-32-6) → 5'-deoxy-5-fluoro-N4-(2-methyl-1-butyloxycarbonyl)cytidine (910129-15-6)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / tetrahydrofuran / 6.25 h / 0 - 20 °C / Inert atmosphere

2: potassium carbonate / acetone / 20 - 30 °C / Inert atmosphere

3: sodium hydroxide / acetone / 2 h / -15 - 10 °C

With potassium carbonate; triethylamine; sodium hydroxide; In tetrahydrofuran; acetone;

DOI:10.1016/j.ejmech.2012.06.023

Reference yield:

2-methyl-butyl chloroformate (100980-71-0,20412-39-9) → 5'-deoxy-5-fluoro-N4-(2-methyl-1-butyloxycarbonyl)cytidine (910129-15-6)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / acetone / 20 - 30 °C / Inert atmosphere

2: sodium hydroxide / acetone / 2 h / -15 - 10 °C

With potassium carbonate; sodium hydroxide; In acetone;

DOI:10.1016/j.ejmech.2012.06.023

upstream raw materials:

C₁₉H₂₆FN₃O₈

(+/-)-2-methyl-1-butanol

2-methyl-butyl chloroformate

(2R,3R,4R,5R)-2-(4-amino-5-fluoro-2-oxopyrimidin-1(2H)-yl)-5-methyl-tetrahydrofuran-3,4-diyl diacetate

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