Adenosine, 5'-amino-N-benzoyl-2',5'-dideoxy-3'-O-[(1,1-dimethylethyl)dimethylsilyl]-, mono(4-methylbenzenesulfonate) (salt)

Base Information

• Chemical Name: Adenosine, 5'-amino-N-benzoyl-2',5'-dideoxy-3'-O-[(1,1-dimethylethyl)dimethylsilyl]-, mono(4-methylbenzenesulfonate) (salt)
• CAS No.: 142721-38-8
• Molecular Formula: C23H32N6O3Si.C7H8O3S
• Molecular Weight: 640.836
• Mol file: 142721-38-8.mol

Synonyms:

Chemical Property of Adenosine, 5'-amino-N-benzoyl-2',5'-dideoxy-3'-O-[(1,1-dimethylethyl)dimethylsilyl]-, mono(4-methylbenzenesulfonate) (salt)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Adenosine, 5'-amino-N-benzoyl-2',5'-dideoxy-3'-O-[(1,1-dimethylethyl)dimethylsilyl]-, mono(4-methylbenzenesulfonate) (salt)

There total 3 articles about Adenosine, 5'-amino-N-benzoyl-2',5'-dideoxy-3'-O-[(1,1-dimethylethyl)dimethylsilyl]-, mono(4-methylbenzenesulfonate) (salt) 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:

4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran (96042-30-7) + 5'-Azido-N6-benzoyl-3'-O-t-butyldimethylsilyl-2',5'-dideoxyadenosine (139063-19-7) → 5'-Amino-N6-benzoyl-3'-O-t-butyldimethylsilyl-2',5'-dideoxyadenosine, p-toluenesulfonate salt (142721-38-8)

Guidance literature:

With hydrogen; acetic acid; palladium-carbon; In methanol; ethanol;

Reference yield:

5'-Azido-N6-benzoyl-3'-O-t-butyldimethylsilyl-2',5'-dideoxyadenosine (139063-19-7) → 5'-Amino-N6-benzoyl-3'-O-t-butyldimethylsilyl-2',5'-dideoxyadenosine, p-toluenesulfonate salt (142721-38-8)

Guidance literature:

With hydrogen; palladium on activated charcoal;

DOI:10.1021/jo00043a004

Reference yield:

5'-azido-N6-benzoyl-2',5'-dideoxy-adenosine (74625-78-8) → 5'-Amino-N6-benzoyl-3'-O-t-butyldimethylsilyl-2',5'-dideoxyadenosine, p-toluenesulfonate salt (142721-38-8)

Guidance literature:

Multi-step reaction with 2 steps

1: t-butyldimethylsilylation

2: H₂ / Pd/C

With hydrogen; palladium on activated charcoal;

DOI:10.1021/jo00043a004

upstream raw materials:

5'-Azido-N₆-benzoyl-3'-O-t-butyldimethylsilyl-2',5'-dideoxyadenosine

5'-azido-N⁶-benzoyl-2',5'-dideoxy-adenosine

4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran

Downstream raw materials:

N-[9-[(2R,4S,5R)-5-[(azidosulfonylamino)methyl]-4-[tert-butyl(dimethyl)silyl]oxytetrahydrofuran-2-yl]purin-6-yl]benzamide

C₆₁H₇₀N₁₃O₁₃PS

[(2R,3S,5R)-5-(6-Amino-purin-9-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl]-sulfamic acid (2R,3S,5R)-5-(2-amino-6-oxo-1,6-dihydro-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl ester

[(2R,3S,5R)-5-(6-Benzoylamino-purin-9-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl]-sulfamic acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(2-isobutyrylamino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-yl ester