N-Acetyl-2'-C-methyl-guanosine 2',3',5'-tribenzoate

Base Information

• Chemical Name: N-Acetyl-2'-C-methyl-guanosine 2',3',5'-tribenzoate
• CAS No.: 890131-90-5
• Molecular Formula: C34H29 N5 O9
• Molecular Weight: 651.62
• Mol file: 890131-90-5.mol

Synonyms:N-ACETYL-2’’-C-METHYL-GUANOSINE-2’’,3’’,5’’-TRIBENZOATE;N-Acetyl-2’-C-methyl-2’,3’,5’-tribenzoateguanosine

Chemical Property of N-Acetyl-2'-C-methyl-guanosine 2',3',5'-tribenzoate

Chemical Property:

• PSA: 180.80000
• Density: 1.43
• LogP: 3.74670

Purity/Quality:

99% ^*data from raw suppliers

N-Acetyl-2'-c-methyl-guanosine2',3',5'-tribenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-Acetyl-2'-C-methyl-guanosine 2',3',5'-tribenzoate

There total 3 articles about N-Acetyl-2'-C-methyl-guanosine 2',3',5'-tribenzoate 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: 80.0%

N-(6-oxo-6,9-dihydro-1H-purin-2-yl)acetamide (19962-37-9) + (2S/R,3R,4R,5R)-5-((benzoyloxy)methyl)-3-methyltetrahydrofuran-2,3,4-triyltribenzoate → N2-acetyl-2',3',5'-tri-O-benzoyl-2'-C-β-methylguanosine (890131-90-5)

Guidance literature:

N-(6-oxo-6,9-dihydro-1H-purin-2-yl)acetamide; With pyridine; 1,1,1,3,3,3-hexamethyl-disilazane; for 0.5h; Heating;

(2S/R,3R,4R,5R)-5-((benzoyloxy)methyl)-3-methyltetrahydrofuran-2,3,4-triyltribenzoate; With trimethylsilyl trifluoromethanesulfonate; In para-xylene; at 140 ℃; for 6h;

DOI:10.1021/jo0602165

Reference yield:

N-(6-oxo-6,9-dihydro-1H-purin-2-yl)acetamide (19962-37-9) + (2S/R,3R,4R,5R)-5-((benzoyloxy)methyl)-3-methyltetrahydrofuran-2,3,4-triyltribenzoate → C34H29N5O9 + N2-acetyl-2',3',5'-tri-O-benzoyl-2'-C-β-methylguanosine (890131-90-5)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In toluene; at 111 ℃; for 24h; Title compound not separated from byproducts;

DOI:10.1021/jo0602165

Reference yield:

N-(6-oxo-6,9-dihydro-1H-purin-2-yl)acetamide (19962-37-9) + 5-O-benzyl-1,2,3-tri-O-benzoyl-2-C-methyl-α,β-D-ribofuranose (1146951-95-2) → N2-acetyl-2',3',5'-tri-O-benzoyl-2'-C-β-methylguanosine (890131-90-5)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; lithium hexamethyldisilazane; In para-xylene;

DOI:10.1016/j.bmcl.2009.05.122

upstream raw materials:

N-(6-oxo-6,9-dihydro-1H-purin-2-yl)acetamide

5-O-benzyl-1,2,3-tri-O-benzoyl-2-C-methyl-α,β-D-ribofuranose

Downstream raw materials:

2'-C-methylguanosine

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