3-benzyl-1-[3,4-bis-benzyloxy-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-1H-pyrimidine-2,4-dione

Base Information

• Chemical Name: 3-benzyl-1-[3,4-bis-benzyloxy-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-1H-pyrimidine-2,4-dione
• CAS No.: 820212-28-0
• Molecular Formula: C₃₆H₄₄N₂O₆Si
• Molecular Weight: 628.841
• Mol file: 820212-28-0.mol

Synonyms:3-benzyl-1-[3,4-bis-benzyloxy-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-1H-pyrimidine-2,4-dione

Chemical Property of 3-benzyl-1-[3,4-bis-benzyloxy-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-1H-pyrimidine-2,4-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-benzyl-1-[3,4-bis-benzyloxy-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-1H-pyrimidine-2,4-dione

There total 1 articles about 3-benzyl-1-[3,4-bis-benzyloxy-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-1H-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: 74.0%

benzyl chloride (100-44-7) + 5'-O-(tert-butyldimethylsilyl)uridine (87418-77-7,54925-65-4) → 3-benzyl-1-[3,4-bis-benzyloxy-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-1H-pyrimidine-2,4-dione (820212-28-0)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 12h;

DOI:10.1021/ol048426w

Reference yield: 94.0%

3-benzyl-1-[3,4-bis-benzyloxy-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-1H-pyrimidine-2,4-dione (820212-28-0) → N3,2',3'-tribenzyluridine (820212-17-7)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 0.0833333h;

DOI:10.1021/ol048426w

Reference yield:

3-benzyl-1-[3,4-bis-benzyloxy-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-1H-pyrimidine-2,4-dione (820212-28-0) → 3-<(phenyl)methyl>-1-β-D-ribofuranosyluracil (14985-34-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / TBAF / tetrahydrofuran / 0.08 h / 0 °C

2: 100 percent / H₂; AcOH / Pearlman's catalyst / ethanol; ethyl acetate / 12 h

With tetrabutyl ammonium fluoride; hydrogen; acetic acid; palladium dihydroxide; In tetrahydrofuran; ethanol; ethyl acetate;

DOI:10.1021/ol048426w

upstream raw materials:

benzyl chloride

5'-O-(tert-butyldimethylsilyl)uridine

Downstream raw materials:

N³,2',3'-tribenzyluridine

3-<(phenyl)methyl>-1-β-D-ribofuranosyluracil