6-O-benzyl-3',5'-O-bis(tert-butyldimethylsilyl)-8-phenoxy-2'-deoxyguanosine

Base Information

• Chemical Name: 6-O-benzyl-3',5'-O-bis(tert-butyldimethylsilyl)-8-phenoxy-2'-deoxyguanosine
• CAS No.: 1312103-87-9
• Molecular Formula: C₃₅H₅₁N₅O₅Si₂
• Molecular Weight: 677.991
• Mol file: 1312103-87-9.mol

Synonyms:6-O-benzyl-3',5'-O-bis(tert-butyldimethylsilyl)-8-phenoxy-2'-deoxyguanosine

Chemical Property of 6-O-benzyl-3',5'-O-bis(tert-butyldimethylsilyl)-8-phenoxy-2'-deoxyguanosine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-O-benzyl-3',5'-O-bis(tert-butyldimethylsilyl)-8-phenoxy-2'-deoxyguanosine

There total 1 articles about 6-O-benzyl-3',5'-O-bis(tert-butyldimethylsilyl)-8-phenoxy-2'-deoxyguanosine 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: 77.0%

O6-benzyl-8-bromo-3',5'-O-bis(tert-butyldimethylsilyl)-2'-deoxyguanosine (479408-22-5) + phenol (108-95-2,27073-41-2) → 6-O-benzyl-3',5'-O-bis(tert-butyldimethylsilyl)-8-phenoxy-2'-deoxyguanosine (1312103-87-9)

Guidance literature:

With potassium phosphate; In xylenes; at 130 ℃; for 12h; Inert atmosphere;

DOI:10.1002/ejoc.201100013

Reference yield:

6-O-benzyl-3',5'-O-bis(tert-butyldimethylsilyl)-8-phenoxy-2'-deoxyguanosine (1312103-87-9) → C23H23N5O5

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 0.5h;

DOI:10.1002/ejoc.201100013

Reference yield:

6-O-benzyl-3',5'-O-bis(tert-butyldimethylsilyl)-8-phenoxy-2'-deoxyguanosine (1312103-87-9) → 8-phenoxy-2′-deoxyguanosine (1312103-95-9)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 20 °C

2: 10% palladium on carbon; hydrogen / methanol

With 10% palladium on carbon; tetrabutyl ammonium fluoride; hydrogen; In tetrahydrofuran; methanol;

DOI:10.1002/ejoc.201100013

upstream raw materials:

O⁶-benzyl-8-bromo-3',5'-O-bis(tert-butyldimethylsilyl)-2'-deoxyguanosine

phenol

Downstream raw materials:

8-phenoxy-2′-deoxyguanosine