5-(tert-butyldiphenylsiloxy)methyl-1H,3H-pyrimidine-2,4-dione

Base Information

• Chemical Name: 5-(tert-butyldiphenylsiloxy)methyl-1H,3H-pyrimidine-2,4-dione
• CAS No.: 1234711-50-2
• Molecular Formula: C₂₁H₂₄N₂O₃Si
• Molecular Weight: 380.519
• Mol file: 1234711-50-2.mol

Synonyms:5-(tert-butyldiphenylsiloxy)methyl-1H,3H-pyrimidine-2,4-dione

Chemical Property of 5-(tert-butyldiphenylsiloxy)methyl-1H,3H-pyrimidine-2,4-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-(tert-butyldiphenylsiloxy)methyl-1H,3H-pyrimidine-2,4-dione

There total 1 articles about 5-(tert-butyldiphenylsiloxy)methyl-1H,3H-pyrimidine-2,4-dione 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: 84.0%

5-hydroxymethyl uracil (4433-40-3) + tert-butylchlorodiphenylsilane (58479-61-1) → 5-(tert-butyldiphenylsiloxy)methyl-1H,3H-pyrimidine-2,4-dione (1234711-50-2)

Guidance literature:

With 1H-imidazole; In tetrahydrofuran; at 20 ℃;

DOI:10.1080/15257770903307276

Reference yield: 63.0%

5-(tert-butyldiphenylsiloxy)methyl-1H,3H-pyrimidine-2,4-dione (1234711-50-2) + α-D-erythropentafuranose-2'-deoxy-2',2'-difluoro-3,5-dibenzoate-1-methanesulfonate (134877-43-3) → 1-(3,5-di-O-benzoyl-2-deoxy-2,2-difluoro-α/β-D-ribofuranosyl)-5-(tert-butyldiphenylsilyl)oxymethyluracil

Guidance literature:

With ammonium sulfate; 1,1,1,3,3,3-hexamethyl-disilazane; In dichloromethane; for 16h; Reflux; Inert atmosphere;

DOI:10.1016/j.tetlet.2014.12.051

Reference yield:

5-(tert-butyldiphenylsiloxy)methyl-1H,3H-pyrimidine-2,4-dione (1234711-50-2) → 3’,5’-di-O-benzoyl-2’-deoxy-2’,2’-difluoro-5-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)oxymethyluridine

Guidance literature:

Multi-step reaction with 3 steps

1.1: 1,1,1,3,3,3-hexamethyl-disilazane; ammonium sulfate / dichloromethane / 16 h / Reflux; Inert atmosphere

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran; chloroform / 16 h / 0 °C / Inert atmosphere

3.1: acetonitrile / 0.25 h / 20 °C / Molecular sieve; Inert atmosphere

3.2: 16 h / 0 °C / Molecular sieve; Inert atmosphere

With ammonium sulfate; tetrabutyl ammonium fluoride; 1,1,1,3,3,3-hexamethyl-disilazane; In tetrahydrofuran; dichloromethane; chloroform; acetonitrile;

DOI:10.1016/j.tetlet.2014.12.051

upstream raw materials:

5-hydroxymethyl uracil

tert-butylchlorodiphenylsilane