5'-O-t-butyldiphenylsilyl-3'-deoxy-2',3'-secoinosine

Base Information

• Chemical Name: 5'-O-t-butyldiphenylsilyl-3'-deoxy-2',3'-secoinosine
• CAS No.: 119898-88-3
• Molecular Formula: C₂₆H₃₂N₄O₄Si
• Molecular Weight: 492.65
• Mol file: 119898-88-3.mol

Synonyms:5'-O-t-butyldiphenylsilyl-3'-deoxy-2',3'-secoinosine

Chemical Property of 5'-O-t-butyldiphenylsilyl-3'-deoxy-2',3'-secoinosine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5'-O-t-butyldiphenylsilyl-3'-deoxy-2',3'-secoinosine

There total 8 articles about 5'-O-t-butyldiphenylsilyl-3'-deoxy-2',3'-secoinosine 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%

2'-O-acetyl-5'-O-t-butyldiphenylsilyl-3'-deoxy-2',3'-secoinosine (119898-87-2) → 5'-O-t-butyldiphenylsilyl-3'-deoxy-2',3'-secoinosine (119898-88-3)

Guidance literature:

With potassium carbonate; In methanol; Ambient temperature;

DOI:10.1016/S0040-4020(01)89829-X

Reference yield:

5'-O-(tert-butyldiphenylsilyl)inosine (119898-64-5) → 5'-O-t-butyldiphenylsilyl-3'-deoxy-2',3'-secoinosine (119898-88-3)

Guidance literature:

Multi-step reaction with 7 steps

1: 95 percent / sodium periodate / acetone; H₂O / 15 °C / dark

2: 84 percent / sodium borohydride / ethanol; H₂O / Ambient temperature; dark

3: 77 percent / pyridine / 0 °C

4: 74 percent / sodium iodide / dimethylformamide / 48 h / 75 °C

5: 79 percent / sodium acetate, H₂ / Pd (10percent on charcoal) / ethanol; H₂O / 16 h

6: 84 percent / dimethylformamide / 48 h / 95 °C

7: 84 percent / potassium carbonate / methanol / Ambient temperature

With sodium tetrahydroborate; sodium periodate; hydrogen; sodium acetate; potassium carbonate; sodium iodide; 10% palladium on active carbon; In pyridine; methanol; ethanol; water; N,N-dimethyl-formamide; acetone;

DOI:10.1016/S0040-4020(01)89829-X

Reference yield:

5'-O-t-butyldiphenylsilyl-2',3'-secoinosine (119898-68-9) → 5'-O-t-butyldiphenylsilyl-3'-deoxy-2',3'-secoinosine (119898-88-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 77 percent / pyridine / 0 °C

2: 74 percent / sodium iodide / dimethylformamide / 48 h / 75 °C

3: 79 percent / sodium acetate, H₂ / Pd (10percent on charcoal) / ethanol; H₂O / 16 h

4: 84 percent / dimethylformamide / 48 h / 95 °C

5: 84 percent / potassium carbonate / methanol / Ambient temperature

With hydrogen; sodium acetate; potassium carbonate; sodium iodide; 10% palladium on active carbon; In pyridine; methanol; ethanol; water; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(01)89829-X

upstream raw materials:

2'-O-acetyl-5'-O-t-butyldiphenylsilyl-3'-deoxy-2',3'-secoinosine

5'-O-(tert-butyldiphenylsilyl)inosine

5'-O-t-butyldiphenylsilyl-2',3'-secoinosine

5'-O-t-butyldiphenylsilylinosine dialdehyde