5'-O-t-butyldiphenylsilyladenosine dialdehyde

Base Information

• Chemical Name: 5'-O-t-butyldiphenylsilyladenosine dialdehyde
• CAS No.: 119898-67-8
• Molecular Formula: C₂₆H₂₉N₅O₄Si
• Molecular Weight: 503.633
• Mol file: 119898-67-8.mol

Synonyms:5'-O-t-butyldiphenylsilyladenosine dialdehyde

Chemical Property of 5'-O-t-butyldiphenylsilyladenosine dialdehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5'-O-t-butyldiphenylsilyladenosine dialdehyde

There total 3 articles about 5'-O-t-butyldiphenylsilyladenosine dialdehyde 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: 89.0%

(2R,3R,4S,5R)-2-(6-amino-9H-purin-9-yl)-5-((tert-butyldiphenylsilyloxy)methyl)tetrahydrofuran-3,4-diol (119898-65-6) → 5'-O-t-butyldiphenylsilyladenosine dialdehyde (119898-67-8)

Guidance literature:

With sodium periodate; In water; acetone; at 15 ℃; dark;

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

Reference yield:

tert-butylchlorodiphenylsilane (58479-61-1) → 5'-O-t-butyldiphenylsilyladenosine dialdehyde (119898-67-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / dimethylaminopyridine, triethylamine / dimethylformamide / 60 h / Ambient temperature

2: 89 percent / sodium periodate / acetone; H₂O / 15 °C / dark

With dmap; sodium periodate; triethylamine; In water; N,N-dimethyl-formamide; acetone;

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

Reference yield:

adenosine (58-61-7) → 5'-O-t-butyldiphenylsilyladenosine dialdehyde (119898-67-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / dimethylaminopyridine, triethylamine / dimethylformamide / 60 h / Ambient temperature

2: 89 percent / sodium periodate / acetone; H₂O / 15 °C / dark

With dmap; sodium periodate; triethylamine; In water; N,N-dimethyl-formamide; acetone;

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

upstream raw materials:

(2R,3R,4S,5R)-2-(6-amino-9H-purin-9-yl)-5-((tert-butyldiphenylsilyloxy)methyl)tetrahydrofuran-3,4-diol

tert-butylchlorodiphenylsilane

adenosine

Downstream raw materials:

5'-O-t-butyldiphenylsilyl-2',3'-di-O-mesyl-2',3'-secoadenosine

5'-O-t-butyldiphenylsilyl-3'-deoxy-3'-iodo-2',3'-secoadenosine 2'-(phenyl methylphosphonate)

3'-azido-5'-O-t-butyldiphenylsilyl-3'-deoxy-2'-O-mesyl-2',3'-secoadenosine

2'-O-acetyl-3'-azido-5'-O-t-butyldiphenylsilyl-3'-deoxy-2',3'-secoadenosine