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

Base Information

• Chemical Name: 9-<5'-O-(monomethoxytrityl)-2'-O-(tert-butyldiphenylsilyl)-3'-O-acetyl-β-D-xylofuranosyl>adenine
• CAS No.: 131372-50-4
• Molecular Formula: C₄₈H₄₉N₅O₆Si
• Molecular Weight: 820.032
• Mol file: 131372-50-4.mol

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

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

There total 4 articles about 9-<5'-O-(monomethoxytrityl)-2'-O-(tert-butyldiphenylsilyl)-3'-O-acetyl-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: 67.0%

sodium acetate (127-09-3) + 5'-O-(monomethoxytrityl)-2'-O-(tert-butyldiphenylsilyl)-3'-O-trifluoromethanesulfonyladenosine (131372-48-0) → 9-<5'-O-(monomethoxytrityl)-2'-O-(tert-butyldiphenylsilyl)-3'-O-acetyl-β-D-xylofuranosyl>adenine (131372-50-4)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; In acetonitrile; at 5 ℃; for 14h;

DOI:10.1055/s-1990-27048

Reference yield:

5'-O-(monomethoxytrityl)-2'-O-(tert-butyldiphenylsilyl)adenosine (131372-46-8) → 9-<5'-O-(monomethoxytrityl)-2'-O-(tert-butyldiphenylsilyl)-3'-O-acetyl-β-D-xylofuranosyl>adenine (131372-50-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent / DMAP, Et₃N / CH₂Cl₂ / 1) -20 deg C, 1 h, 2) rt, 6 h

2: 67 percent / HMPT (hexamethylphosphoric triamide) / acetonitrile / 14 h / 5 °C

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

DOI:10.1055/s-1990-27048

Reference yield:

5'-O-(p-methoxyphenyldiphenylmethyl)adenosine (51600-11-4) → 9-<5'-O-(monomethoxytrityl)-2'-O-(tert-butyldiphenylsilyl)-3'-O-acetyl-β-D-xylofuranosyl>adenine (131372-50-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 64 percent / pyridine, AgNO₃ / tetrahydrofuran / 48 h / Ambient temperature

2: 78 percent / DMAP, Et₃N / CH₂Cl₂ / 1) -20 deg C, 1 h, 2) rt, 6 h

3: 67 percent / HMPT (hexamethylphosphoric triamide) / acetonitrile / 14 h / 5 °C

With pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; silver nitrate; triethylamine; In tetrahydrofuran; dichloromethane; acetonitrile;

DOI:10.1055/s-1990-27048

upstream raw materials:

sodium acetate

5'-O-(monomethoxytrityl)-2'-O-(tert-butyldiphenylsilyl)-3'-O-trifluoromethanesulfonyladenosine

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

5'-O-(p-methoxyphenyldiphenylmethyl)adenosine

Downstream raw materials:

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

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

5'-O-(monomethoxytrityl)-2'-O-(tert-butyldiphenylsilyl)-3'-deoxy-3'-fluoroadenosine

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