2',3'',4''-tri-O-acetyl-2'',5',6''-tri-O-benzyl-3'-O-α-D-glucopyranosyl-6-chloro-9-β-D-ribofuranosidopurine

Base Information

• Chemical Name: 2',3'',4''-tri-O-acetyl-2'',5',6''-tri-O-benzyl-3'-O-α-D-glucopyranosyl-6-chloro-9-β-D-ribofuranosidopurine
• CAS No.: 628316-74-5
• Molecular Formula: C₄₃H₄₅ClN₄O₁₂
• Molecular Weight: 845.303
• Mol file: 628316-74-5.mol

Synonyms:2',3'',4''-tri-O-acetyl-2'',5',6''-tri-O-benzyl-3'-O-α-D-glucopyranosyl-6-chloro-9-β-D-ribofuranosidopurine

Chemical Property of 2',3'',4''-tri-O-acetyl-2'',5',6''-tri-O-benzyl-3'-O-α-D-glucopyranosyl-6-chloro-9-β-D-ribofuranosidopurine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2',3'',4''-tri-O-acetyl-2'',5',6''-tri-O-benzyl-3'-O-α-D-glucopyranosyl-6-chloro-9-β-D-ribofuranosidopurine

There total 1 articles about 2',3'',4''-tri-O-acetyl-2'',5',6''-tri-O-benzyl-3'-O-α-D-glucopyranosyl-6-chloro-9-β-D-ribofuranosidopurine 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%

6-chloropurine (87-42-3) + 1,2-di-O-acetyl-3-O-(3',4'-di-O-acetyl-2',6'-di-O-benzyl-α-D-glucopyranosyl)-5-O-benzyl-α/β-D-ribofuranoside (197644-83-0) → 2',3'',4''-tri-O-acetyl-2'',5',6''-tri-O-benzyl-3'-O-α-D-glucopyranosyl-6-chloro-9-β-D-ribofuranosidopurine (628316-74-5)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 60 ℃; for 1h;

DOI:10.1021/jm030883f

Reference yield: 96.0%

N,N-dimethylammonium chloride (506-59-2) + 2',3'',4''-tri-O-acetyl-2'',5',6''-tri-O-benzyl-3'-O-α-D-glucopyranosyl-6-chloro-9-β-D-ribofuranosidopurine (628316-74-5) → 2',3'',4''-tri-O-acetyl-2'',5',6''-tri-O-benzyl-3'O-α-D-glucopyranosyl-6-(dimethylamino)-9-β-D-ribofuranosylpurine (628316-84-7)

Guidance literature:

With triethylamine; In ethanol; dichloromethane; at 60 ℃; for 2h;

DOI:10.1021/jm030883f

Reference yield: 92.0%

2',3'',4''-tri-O-acetyl-2'',5',6''-tri-O-benzyl-3'-O-α-D-glucopyranosyl-6-chloro-9-β-D-ribofuranosidopurine (628316-74-5) → 2'',5',6''-tri-O-benzyl-3'-O-α-D-glucopyranosyl adenosine (286365-24-0)

Guidance literature:

With ammonia; In ethanol; at 60 ℃; for 72h;

DOI:10.1039/b415229h

upstream raw materials:

6-chloropurine

1,2-di-O-acetyl-3-O-(3',4'-di-O-acetyl-2',6'-di-O-benzyl-α-D-glucopyranosyl)-5-O-benzyl-α/β-D-ribofuranoside

Downstream raw materials:

2',3'',4''-tri-O-acetyl-2'',5',6''-tri-O-benzyl-3'O-α-D-glucopyranosyl-6-methylamino-9-β-D-ribofuranosylpurine

2',3'',4''-tri-O-acetyl-2'',5',6''-tri-O-benzyl-3'O-α-D-glucopyranosyl-6-(dimethylamino)-9-β-D-ribofuranosylpurine

2',3'',4''-tri-O-acetyl-2'',5',6''-tri-O-benzyl-3'O-α-D-glucopyranosyl-2-chloro-6-(noradamantylamino)-9-β-D-ribofuranosylpurine

2'',5',6''-tri-O-benzyl-3'O-α-D-glucopyranosyl-6-chloro-9-β-D-ribofuranosylpurine