2',3',5'-tri-O-(tert-butyldimethylsilyl)-N₆-(2-methoxyphenyl)adenosine

Base Information

• Chemical Name: 2',3',5'-tri-O-(tert-butyldimethylsilyl)-N₆-(2-methoxyphenyl)adenosine
• CAS No.: 1245630-99-2
• Molecular Formula: C₃₅H₆₁N₅O₅Si₃
• Molecular Weight: 716.156

Synonyms:2',3',5'-tri-O-(tert-butyldimethylsilyl)-N₆-(2-methoxyphenyl)adenosine

Chemical Property of 2',3',5'-tri-O-(tert-butyldimethylsilyl)-N₆-(2-methoxyphenyl)adenosine

Chemical Property:

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Technology Process of 2',3',5'-tri-O-(tert-butyldimethylsilyl)-N₆-(2-methoxyphenyl)adenosine

There total 5 articles about 2',3',5'-tri-O-(tert-butyldimethylsilyl)-N₆-(2-methoxyphenyl)adenosine 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: 93.0%

6-chloro-9-(2,3,5-tris-O-(tert-butyldimethylsilyl)-β-D-ribofuranosyl)-9H-purine (84765-96-8) + 2-methoxy-phenylamine (90-04-0) → 2',3',5'-tri-O-(tert-butyldimethylsilyl)-N6-(2-methoxyphenyl)adenosine (1245630-99-2)

Guidance literature:

With palladium diacetate; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In toluene; at 101 - 102 ℃; for 1h; Inert atmosphere;

DOI:10.1002/adsc.200900728

Reference yield: 86.0%

2-methoxy-phenylamine (90-04-0) + 6-bromo-9-[2,3,5-tris-O-(tert-butyldimethylsilyl)-2-deoxy-β-D-ribofuranosyl]purine (385806-28-0) → 2',3',5'-tri-O-(tert-butyldimethylsilyl)-N6-(2-methoxyphenyl)adenosine (1245630-99-2)

Guidance literature:

With palladium diacetate; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In toluene; at 101 - 102 ℃; for 1h; Inert atmosphere;

DOI:10.1002/adsc.200900728

Reference yield: 19.0%

6-chloro-9-(2,3,5-tris-O-(tert-butyldimethylsilyl)-β-D-ribofuranosyl)-9H-purine (84765-96-8) + 2-methoxy-phenylamine (90-04-0) → 2',3',5'-tri-O-(tert-butyldimethylsilyl)-N6-(2-methoxyphenyl)adenosine (1245630-99-2) + 2′,3′-di-O-(tert-butyldimethylsilyl)-N6-(2-methoxyphenyl)adenosine

Guidance literature:

With acetic acid; In ethanol; at 85 - 90 ℃; for 22h; Sealed tube;

DOI:10.1021/acs.joc.1c01587

upstream raw materials:

6-chloro-9-(2,3,5-tris-O-(tert-butyldimethylsilyl)-β-D-ribofuranosyl)-9H-purine

2-methoxy-phenylamine

6-bromo-9-[2,3,5-tris-O-(tert-butyldimethylsilyl)-2-deoxy-β-D-ribofuranosyl]purine

6-Chloropurine riboside

Downstream raw materials:

N₆-o-Methoxyphenyladenosine

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