methyl 1-[N⁶-benzyl-2-chloroadenin-9-yl]-2,3-di-O-acetyl-β-D-ribofuronate

Base Information

• Chemical Name: methyl 1-[N⁶-benzyl-2-chloroadenin-9-yl]-2,3-di-O-acetyl-β-D-ribofuronate
• CAS No.: 1012864-71-9
• Molecular Formula: C₂₂H₂₂ClN₅O₇
• Molecular Weight: 503.899
• Mol file: 1012864-71-9.mol

Synonyms:methyl 1-[N⁶-benzyl-2-chloroadenin-9-yl]-2,3-di-O-acetyl-β-D-ribofuronate

Chemical Property of methyl 1-[N⁶-benzyl-2-chloroadenin-9-yl]-2,3-di-O-acetyl-β-D-ribofuronate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 1-[N⁶-benzyl-2-chloroadenin-9-yl]-2,3-di-O-acetyl-β-D-ribofuronate

There total 2 articles about methyl 1-[N⁶-benzyl-2-chloroadenin-9-yl]-2,3-di-O-acetyl-β-D-ribofuronate 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: 79.0%

methyl 1-[2,6-dichloropurin-9-yl]-2,3-di-O-acetyl-β-D-ribofuronate (1012864-72-0) + benzylamine (100-46-9) → methyl 1-[N6-benzyl-2-chloroadenin-9-yl]-2,3-di-O-acetyl-β-D-ribofuronate (1012864-71-9)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In methanol; at 80 ℃; for 0.166667h; microwave irradiation;

DOI:10.1016/j.tet.2007.11.100

Reference yield: 71.0%

methyl 1,2,3-tri-O-acetyl-β-D-ribofuronate (68673-84-7) + N6-benzyl-2-chloroadenine (39639-47-9) → methyl 1-[N6-benzyl-2-chloroadenin-9-yl]-2,3-di-O-acetyl-β-D-ribofuronate (1012864-71-9)

Guidance literature:

N⁶-benzyl-2-chloroadenine; With ammonium sulfate; 1,1,1,3,3,3-hexamethyl-disilazane; for 16h; Heating;

methyl 1,2,3-tri-O-acetyl-β-D-ribofuronate; With trimethylsilyl trifluoromethanesulfonate; In 1,2-dichloro-ethane; at 90 ℃; for 0.333333h; Further stages.; microwave irradiation;

DOI:10.1016/j.tet.2007.11.100

Reference yield: 60.0%

methyl 1-[N6-benzyl-2-chloroadenin-9-yl]-2,3-di-O-acetyl-β-D-ribofuronate (1012864-71-9) + methylamine (74-89-5) → N6-benzyl-2-chloroadenosine-5'-N-methyl uronamide (1012864-76-4)

Guidance literature:

In tetrahydrofuran; at 110 ℃; for 0.333333h; microwave irradiation;

DOI:10.1016/j.tet.2007.11.100

upstream raw materials:

methyl 1-[2,6-dichloropurin-9-yl]-2,3-di-O-acetyl-β-D-ribofuronate

benzylamine

methyl 1,2,3-tri-O-acetyl-β-D-ribofuronate

N⁶-benzyl-2-chloroadenine

Downstream raw materials:

N⁶-benzyl-2-chloroadenosine-5'-N-methyl uronamide