N-(9-((2-Hydroxyethoxy)methyl)-9H-purin-6-yl)benzamide

Base Information

• Chemical Name: N-(9-((2-Hydroxyethoxy)methyl)-9H-purin-6-yl)benzamide
• CAS No.: 72710-11-3
• Molecular Formula: C15H15N5O3
• Molecular Weight: 313.316
• DSSTox Substance ID: DTXSID20514917
• Wikidata: Q82375502

Synonyms:72710-11-3;N-(9-((2-Hydroxyethoxy)methyl)-9H-purin-6-yl)benzamide;N-{9-[(2-Hydroxyethoxy)methyl]-9H-purin-6-yl}benzamide;DTXSID20514917

Chemical Property of N-(9-((2-Hydroxyethoxy)methyl)-9H-purin-6-yl)benzamide

Chemical Property:

• XLogP3: 0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 313.11748936
• Heavy Atom Count: 23
• Complexity: 391

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)NC2=C3C(=NC=N2)N(C=N3)COCCO

Technology Process of N-(9-((2-Hydroxyethoxy)methyl)-9H-purin-6-yl)benzamide

There total 4 articles about N-(9-((2-Hydroxyethoxy)methyl)-9H-purin-6-yl)benzamide 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%

9-<(2-acetoxyethoxy)methyl>-N6-benzoyladenine (173097-87-5) → N6-benzoyl-9-<(2-hydroxyethoxy)methyl>adenine (72710-11-3)

Guidance literature:

With sodium hydroxide; In ethanol; for 0.25h;

DOI:10.1002/hlca.19950780711

Reference yield: 60.0%

9-[(2-hydroxyethoxy)methyl]adenine (31383-66-1) + benzoyl chloride (98-88-4) → N6-benzoyl-9-<(2-hydroxyethoxy)methyl>adenine (72710-11-3)

Guidance literature:

With chloro-trimethyl-silane; In pyridine;

Reference yield:

N-benzoyladenine (4005-49-6) → N6-benzoyl-9-<(2-hydroxyethoxy)methyl>adenine (72710-11-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) N,O-bis(trimethylsilyl)acetamide, 2.) Et₃N / 1.) 1,2-dichloroethane, reflux, 45 min, 2.) toluene, reflux, 2 h

2: 89 percent / 1 N NaOH / ethanol / 0.25 h

With sodium hydroxide; N,O-bis-(trimethylsilyl)-acetamide; triethylamine; In ethanol;

DOI:10.1002/hlca.19950780711

upstream raw materials:

9-[(2-hydroxyethoxy)methyl]adenine

benzoyl chloride

9-<(2-acetoxyethoxy)methyl>-N6-benzoyladenine

N-benzoyladenine

Downstream raw materials:

3'-Deoxy-5'-O-(monomethoxytrityl)-N⁶-<2-(4-nitrophenyl)ethoxycarbonyl>adenylyl-(2'-(O^P-<2-(4-nitrophenyl)ethyl>)->5')-3'-deoxy-N⁶-<2-(4-nitrophenyl)ethoxycarbonyl>adenylyl-(2'-(O^P-<2-(4-nitrophenyl)ethyl>)->2'')-N⁶-benzoyl-9-<(2''-hydroxy....

9-(2-bromoethoxymethyl)-N⁶-benzoyladenine

N6-benzoyl-3'-O-<(tert-butyl)dimethylsilyl>-5'-O-(mono-p-methoxytrityl)adenynyl-<2-P-<2-(4-nitrophenyl)ethyl>>->2''>-N6-benzoyl-9-<(2''-hydroxyethoxy)methyl>adenine

N⁶-benzoyl-3'-deoxy-5'-O-(4,4'-dimethoxytrityl)-2'-adenylic acid 2-{[6-(benzoylamino)-9H-purin-9-yl]methoxy}ethyl 2-cyanoethyl ester

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