9-<5'-O-(monomethoxytrityl)-2'-O-(tert-butyldiphenylsilyl)-3'-O-trifluoromethanesulfonyl-β-D-xylofuranosyl>adenine

Base Information

• Chemical Name: 9-<5'-O-(monomethoxytrityl)-2'-O-(tert-butyldiphenylsilyl)-3'-O-trifluoromethanesulfonyl-β-D-xylofuranosyl>adenine
• CAS No.: 131372-53-7
• Molecular Formula: C₄₇H₄₆F₃N₅O₇SSi
• Molecular Weight: 910.058
• Mol file: 131372-53-7.mol

Synonyms:9-<5'-O-(monomethoxytrityl)-2'-O-(tert-butyldiphenylsilyl)-3'-O-trifluoromethanesulfonyl-β-D-xylofuranosyl>adenine

Chemical Property of 9-<5'-O-(monomethoxytrityl)-2'-O-(tert-butyldiphenylsilyl)-3'-O-trifluoromethanesulfonyl-β-D-xylofuranosyl>adenine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 9-<5'-O-(monomethoxytrityl)-2'-O-(tert-butyldiphenylsilyl)-3'-O-trifluoromethanesulfonyl-β-D-xylofuranosyl>adenine

There total 6 articles about 9-<5'-O-(monomethoxytrityl)-2'-O-(tert-butyldiphenylsilyl)-3'-O-trifluoromethanesulfonyl-β-D-xylofuranosyl>adenine 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: 65.0%

trifluoromethylsulfonic anhydride (358-23-6) + 9-<5'-O-(monomethoxytrityl)-2'-O-(tert-butyldiphenylsilyl)-β-D-xylofuranosyl>adenine (131372-51-5) → 9-<5'-O-(monomethoxytrityl)-2'-O-(tert-butyldiphenylsilyl)-3'-O-trifluoromethanesulfonyl-β-D-xylofuranosyl>adenine (131372-53-7)

Guidance literature:

With dmap; triethylamine; In dichloromethane; 1) -20 deg C, 1 h, 2) rt, 3 h;

DOI:10.1055/s-1990-27048

Reference yield:

9-<5'-O-(monomethoxytrityl)-2'-O-(tert-butyldiphenylsilyl)-3'-O-acetyl-β-D-xylofuranosyl>adenine (131372-50-4) → 9-<5'-O-(monomethoxytrityl)-2'-O-(tert-butyldiphenylsilyl)-3'-O-trifluoromethanesulfonyl-β-D-xylofuranosyl>adenine (131372-53-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent / MeNH / methanol / 1) 0 deg C, 12 h, 2) rt, 2 h

2: 65 percent / DMAP, Et₃N / CH₂Cl₂ / 1) -20 deg C, 1 h, 2) rt, 3 h

With dmap; triethylamine; In methanol; dichloromethane;

DOI:10.1055/s-1990-27048

Reference yield:

5'-O-(monomethoxytrityl)-2'-O-(tert-butyldiphenylsilyl)-3'-O-trifluoromethanesulfonyladenosine (131372-48-0) → 9-<5'-O-(monomethoxytrityl)-2'-O-(tert-butyldiphenylsilyl)-3'-O-trifluoromethanesulfonyl-β-D-xylofuranosyl>adenine (131372-53-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 67 percent / HMPT (hexamethylphosphoric triamide) / acetonitrile / 14 h / 5 °C

2: 78 percent / MeNH / methanol / 1) 0 deg C, 12 h, 2) rt, 2 h

3: 65 percent / DMAP, Et₃N / CH₂Cl₂ / 1) -20 deg C, 1 h, 2) rt, 3 h

With N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; triethylamine; In methanol; dichloromethane; acetonitrile;

DOI:10.1055/s-1990-27048

upstream raw materials:

trifluoromethylsulfonic anhydride

9-<5'-O-(monomethoxytrityl)-2'-O-(tert-butyldiphenylsilyl)-β-D-xylofuranosyl>adenine

9-<5'-O-(monomethoxytrityl)-2'-O-(tert-butyldiphenylsilyl)-3'-O-acetyl-β-D-xylofuranosyl>adenine

5'-O-(monomethoxytrityl)-2'-O-(tert-butyldiphenylsilyl)adenosine

Downstream raw materials:

5'-O-<4-Methoxytriphenylmethyl>-2',3'-anhydroadenosine