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

Base Information

Chemical Name:2',3'',4''-tri-O-acetyl-2'',5',6''-tri-O-benzyl-3'O-α-D-glucopyranosyl-2-chloro-6-methylamino-9-β-D-ribofuranosylpurine
CAS No.:628316-89-2
Molecular Formula:C₄₄H₄₈ClN₅O₁₂
Molecular Weight:874.344
Hs Code.:

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

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

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

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

: 593-51-1
methylamine hydrochloride

: 628316-75-6
2',3'',4''-tri-O-acetyl-2'',5',6''-tri-O-benzyl-3'O-α-D-glucopyranosyl-2,6-dichloro-9-β-D-ribofuranosylpurine

: 628316-89-2
2',3'',4''-tri-O-acetyl-2'',5',6''-tri-O-benzyl-3'O-α-D-glucopyranosyl-2-chloro-6-methylamino-9-β-D-ribofuranosylpurine

Guidance literature:: With triethylamine; In ethanol; dichloromethane; at 60 ℃; for 4h;
DOI:10.1021/jm030883f

Reference yield:

: 5451-40-1
2,6 dichloropurine

: 628316-89-2
2',3'',4''-tri-O-acetyl-2'',5',6''-tri-O-benzyl-3'O-α-D-glucopyranosyl-2-chloro-6-methylamino-9-β-D-ribofuranosylpurine

Guidance literature:: Multi-step reaction with 2 steps

1: 67 percent / DBU; TMSOTf / acetonitrile / 1 h / 60 °C

2: 67 percent / Et₃N / CH₂Cl₂; ethanol / 4 h / 60 °C

With trimethylsilyl trifluoromethanesulfonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In ethanol; dichloromethane; acetonitrile; 1: modified Vorbrueggen condensation;
DOI:10.1021/jm030883f

Reference yield:

: 197644-83-0
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

: 628316-89-2
2',3'',4''-tri-O-acetyl-2'',5',6''-tri-O-benzyl-3'O-α-D-glucopyranosyl-2-chloro-6-methylamino-9-β-D-ribofuranosylpurine

Guidance literature:: Multi-step reaction with 2 steps

1: 67 percent / DBU; TMSOTf / acetonitrile / 1 h / 60 °C

2: 67 percent / Et₃N / CH₂Cl₂; ethanol / 4 h / 60 °C

With trimethylsilyl trifluoromethanesulfonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In ethanol; dichloromethane; acetonitrile; 1: modified Vorbrueggen condensation;
DOI:10.1021/jm030883f