7-benzylguanosine

Base Information

• Chemical Name: 7-benzylguanosine
• CAS No.: 72360-76-0
• Molecular Formula: C₁₇H₁₉N₅O₅
• Molecular Weight: 373.368
• Mol file: 72360-76-0.mol

Synonyms:7-benzylguanosine

Chemical Property of 7-benzylguanosine

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 7-benzylguanosine

There total 4 articles about 7-benzylguanosine 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: 71.0%

benzyl bromide (100-39-0) + G (118-00-3) → 7-benzylguanosine (72360-76-0)

Guidance literature:

benzyl bromide; G; In dimethyl sulfoxide; at 20 ℃; for 3h;

With ammonium hydroxide; pH=7;

DOI:10.1016/j.bmc.2020.115523

Reference yield: 0.15%

G (118-00-3) + N-nitroso-N-benzylurea (775-11-1) → 2-amino-6-benzyloxy-9-β-D-ribofuranosylpurine (4552-61-8) + 7-benzylguanosine (72360-76-0) + 4-benzyl-5-guanidino-1β-D-ribofuranosylimidazole (83236-78-6) + N2-benzyl-2'-deoxyguanosine (71171-58-9)

Guidance literature:

In water; at 40 ℃; Product distribution; Mechanism; pH 6.9; other N-nitroso-N-(p-substituted-benzyl)ureas; other p-subtituted benzyl bromides and chlorides in DMF/H₂O;

DOI:10.1021/jo00372a015

Reference yield:

2-amino-6-benzyloxy-9-β-D-ribofuranosylpurine (4552-61-8) → 7-benzylguanosine (72360-76-0) + 8-benzylguanosine (88158-12-7) + N2-benzyl-2'-deoxyguanosine (71171-58-9) + G (118-00-3)

Guidance literature:

With hydrogen cation; In methanol; water; at 40 ℃; Rate constant; Mechanism; pH 3.5, MeOH/aqueous buffer (5:95); other pH;

DOI:10.1021/jo00176a028

upstream raw materials:

2-amino-6-benzyloxy-9-β-D-ribofuranosylpurine

G

N-nitroso-N-benzylurea

benzyl bromide

Downstream raw materials:

2-amino-7-benzyl-1H-purin-6(7H)-one

D-Ribose

Refernces

• 1、 Moschel, Robert C.,Hudgins, W. Robert,Dipple, Anthony. "Reactivity Effects on Site Selectivity in Nucleoside Aralkylation: A Model for the Factors Influencing the Sites of Carcinogen-Nucleic Acid Interactions". . p. 4180 - 4185. Retrieved 2007/10/02.
• 2、 Moschel, Robert C.,Hudgins, W. Robert,Dipple, Anthony. "Aralkylation of Guanosine by the Carcinogen N-Nitroso-N-benzylurea". . p. 533 - 535. Retrieved 2007/10/02.