2'-Deoxy-2'-fluoro-L-uridine

Base Information

• Chemical Name: 2'-Deoxy-2'-fluoro-L-uridine
• CAS No.: 622785-69-7
• Molecular Formula: C9H11FN2O5
• Molecular Weight: 246.195
• Mol file: 622785-69-7.mol

Synonyms:2'-Deoxy-2'-fluoro-L-uridine;1-(2-Deoxy-2-fluoro-beta-L-ribofuranosyl)-2,4(1H,3H)-pyrimidinedione

Chemical Property of 2'-Deoxy-2'-fluoro-L-uridine

Chemical Property:

• PKA: 9.39±0.10(Predicted)
• PSA: 104.81000
• Density: 1.63±0.1 g/cm3(Predicted)
• LogP: -1.46240

Purity/Quality:

97% ^*data from raw suppliers

2'-Deoxy-2'-fluoro-L-uridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2'-Deoxy-2'-fluoro-L-uridine

There total 22 articles about 2'-Deoxy-2'-fluoro-L-uridine 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: 90.0%

C23H19FN2O7 → 1-((2S,3S,4S,5S)-3-fluoro-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione (622785-69-7)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; at 20 ℃;

Reference yield: 83.0%

2'-deoxy-2'-fluoro-3',5'-di-O-tetrahydropyranyl-β-L-uridine (323193-78-8) → 1-((2S,3S,4S,5S)-3-fluoro-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione (622785-69-7)

Guidance literature:

With Amberlite (H⁺); In methanol; water; at 20 ℃;

DOI:10.1021/acs.orglett.1c01498

Reference yield: 83.0%

1-(3,5-di-O-acetyl-2-deoxy-2-fluoro-β-L-ribofuranosyl)uracil (288325-70-2) → 1-((2S,3S,4S,5S)-3-fluoro-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione (622785-69-7)

Guidance literature:

With ammonia; In methanol; at 20 ℃; for 20h;

DOI:10.1016/j.bmc.2004.12.011

upstream raw materials:

2'-deoxy-2'-fluoro-3',5'-di-O-tetrahydropyranyl-β-L-uridine

1-(3,5-di-O-acetyl-2-deoxy-2-fluoro-β-L-ribofuranosyl)uracil

1-[(2S,3R,4R,5S)-3-Hydroxy-4-(tetrahydro-pyran-2-yloxy)-5-(tetrahydro-pyran-2-yloxymethyl)-tetrahydro-furan-2-yl]-1H-pyrimidine-2,4-dione

(2S,3S,3aR,9aS)-3-hydroxy-2-(hydroxymethyl)-2,3,3a,9a-tetrahydro-6H-furo[2,3’:4,5]oxazolo[3,2-a]pyrimidin-6-one

Downstream raw materials:

2'-deoxy-2'-fluoro-5'-O-(4,4'-dimethoxytrityl)uridine

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