3'-O-(t-Butyldimethylsilyl)-2'-deoxy-2'-fluorouridine

Base Information

• Chemical Name: 3'-O-(t-Butyldimethylsilyl)-2'-deoxy-2'-fluorouridine
• CAS No.: 1445379-59-8
• Molecular Formula: C15H25FN2O5Si
• Molecular Weight: 360.45
• Mol file: 1445379-59-8.mol

Synonyms:3'-O-(t-Butyldimethylsilyl)-2'-deoxy-2'-fluorouridine;2'-Deoxy-3'-O-[(1,1-dimethylethyl)dimethylsilyl]-2'-fluorouridine

Chemical Property of 3'-O-(t-Butyldimethylsilyl)-2'-deoxy-2'-fluorouridine

Chemical Property:

• PSA: 93.55000
• LogP: 1.15480
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Slightly, Sonicated), DMSO (Slightly), Methanol (Slightly, Sonicated

Purity/Quality:

97% ^*data from raw suppliers

2''-Deoxy-3''-O-[(1,1-dimethylethyl)dimethylsilyl]-2''-fluorouridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: 2''-Deoxy-3''-O-[(1,1-Dimethylethyl)Dimethylsilyl]-2''-Fluorouridine is a useful compound for the synthetic preparation of 4''-halogen containing nucleotide and nucleoside therapeutics.

Technology Process of 3'-O-(t-Butyldimethylsilyl)-2'-deoxy-2'-fluorouridine

There total 7 articles about 3'-O-(t-Butyldimethylsilyl)-2'-deoxy-2'-fluorouridine 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: 93.0%

2’-deoxy-2’-fluoro-3’-O-(tert-butyldimethylsilyl)-5’-(4’,4’-dimethoxytrityl)uridine → 2’-deoxy-2’-fluoro-3’-O-(tert-butyldimethylsilyl)uridine (1445379-59-8)

Guidance literature:

With acetic acid; In dichloromethane; water; at 20 ℃; for 20h;

Reference yield: 89.6%

tert-butyldimethylsilyl chloride (18162-48-6) + 2'-deoxy-2'-fluorouridine (56287-17-3,69123-94-0,784-71-4) → 2’-deoxy-2’-fluoro-3’-O-(tert-butyldimethylsilyl)uridine (1445379-59-8)

Guidance literature:

2'-deoxy-2'-fluorouridine; With pyridine; 4,4'-dimethoxytrityl chloride; at 20 ℃; for 15h;

tert-butyldimethylsilyl chloride; With 1H-imidazole; In dichloromethane; at 20 ℃; for 14h;

With acetic acid; In water; at 20 ℃; for 15h;

Reference yield:

C21H39FN2O5Si2 → 1-(2'-deoxy-3'-O-[(1,1-dimethylethyl)dimethylsilyl]-2'-fluoro-β-D-arabinofuranosyl)uracil (144822-64-0,1445379-59-8)

Guidance literature:

With water; acetic acid; In tetrahydrofuran; at 80 ℃; for 12h;

upstream raw materials:

1-(2'-deoxy-2'-fluoro-β-D-arabinofuranosyl)uracil

tert-butyldimethylsilyl chloride

2'-deoxy-2'-fluorouridine

Downstream raw materials:

1-(2'-deoxy-3'-O-[(1,1-dimethylethyl)dimethylsilyl]-2'-fluoro-4'-C-[1-O-(4,4'-dimethoxytriphenylmethyl)methyl]-β-D-arabinofuranosyl)uracil

1-(2'-deoxy-3'-O-[(1,1-dimethylethyl)dimethylsilyl]-2'-fluoro-4'-C-hydroxymethyl-5'-O-[(1,1-dimethylethyl)diphenylsilyl]-β-D-arabinofuranosyl)uracil