5-[5'-O-(tert-butyldiphenylsilyl)-2',3'-O-isopropylidene-β-ribofuranosyl]-2,4-dimethoxypyrimidine

Base Information

• Chemical Name: 5-[5'-O-(tert-butyldiphenylsilyl)-2',3'-O-isopropylidene-β-ribofuranosyl]-2,4-dimethoxypyrimidine
• CAS No.: 736993-15-0
• Molecular Formula: C₃₀H₃₈N₂O₆Si
• Molecular Weight: 550.727
• Mol file: 736993-15-0.mol

Synonyms:5-[5'-O-(tert-butyldiphenylsilyl)-2',3'-O-isopropylidene-β-ribofuranosyl]-2,4-dimethoxypyrimidine

Chemical Property of 5-[5'-O-(tert-butyldiphenylsilyl)-2',3'-O-isopropylidene-β-ribofuranosyl]-2,4-dimethoxypyrimidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-[5'-O-(tert-butyldiphenylsilyl)-2',3'-O-isopropylidene-β-ribofuranosyl]-2,4-dimethoxypyrimidine

There total 3 articles about 5-[5'-O-(tert-butyldiphenylsilyl)-2',3'-O-isopropylidene-β-ribofuranosyl]-2,4-dimethoxypyrimidine 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: 91.0%

5-[(1R,2S,3R,4R)-5'-(tert-butyldiphenylsilyloxy)-2',3'-O-isopropylidene-1',4'-dioxypentyl]-2,4-dimethoxypyrimidine (1024616-67-8) → 5-[5'-O-(tert-butyldiphenylsilyl)-2',3'-O-isopropylidene-β-ribofuranosyl]-2,4-dimethoxypyrimidine (736993-15-0)

Guidance literature:

With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 20 ℃; for 19h;

DOI:10.1016/j.bmc.2007.11.039

Reference yield:

5-[(1R,2S,3R,4R)-5'-(tert-butyldiphenylsilyloxy)-2',3'-O-isopropylidene-1',4'-dioxypentyl]-2,4-dimethoxypyrimidine (1024616-67-8) + C30H40N2O7Si (736993-14-9) → 5-[5'-O-(tert-butyldiphenylsilyl)-2',3'-O-isopropylidene-β-ribofuranosyl]-2,4-dimethoxypyrimidine (736993-15-0)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 0 - 20 ℃;

Reference yield:

6-(tert-butyl-diphenyl-silanyloxymethyl)-4-(2,4-dimethoxy-pyrimidin-5-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ol → 5-[(3aS,4R,6R,6aR)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-2,4-dimethoxy-pyrimidine + 5-[5'-O-(tert-butyldiphenylsilyl)-2',3'-O-isopropylidene-β-ribofuranosyl]-2,4-dimethoxypyrimidine (736993-15-0)

Guidance literature:

With triethylsilane; boron trifluoride diethyl etherate; In dichloromethane; at 4 ℃; for 21h; Title compound not separated from byproducts;

DOI:10.1016/S0040-4039(99)00162-8

upstream raw materials:

5-[(1R,2S,3R,4R)-5'-(tert-butyldiphenylsilyloxy)-2',3'-O-isopropylidene-1',4'-dioxypentyl]-2,4-dimethoxypyrimidine

C₃₀H₄₀N₂O₇Si

Downstream raw materials:

5'-O-(tert-butyldiphenylsilyl)-2',3'-O-(isopropylidene)pseudouridine

5'-O-(tert-butyldiphenylsilyl)pseudouridine