2-[(2-Acetamidopurin-9-yl)methoxy]ethyl acetate

Base Information

• Chemical Name: 2-[(2-Acetamidopurin-9-yl)methoxy]ethyl acetate
• CAS No.: 120356-09-4
• Molecular Formula: C₁₂H₁₅N₅O₄
• Molecular Weight: 293.282
• DSSTox Substance ID: DTXSID80872207
• Nikkaji Number: J736.269B
• Mol file: 120356-09-4.mol

Synonyms:120356-09-4;SCHEMBL9371648;DTXSID80872207;2-[(2-Acetamido-9H-purin-9-yl)methoxy]ethyl acetate

Chemical Property of 2-[(2-Acetamidopurin-9-yl)methoxy]ethyl acetate

Chemical Property:

• XLogP3: -0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 7
• Exact Mass: 293.11240398
• Heavy Atom Count: 21
• Complexity: 381

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=O)NC1=NC=C2C(=N1)N(C=N2)COCCOC(=O)C

Technology Process of 2-[(2-Acetamidopurin-9-yl)methoxy]ethyl acetate

There total 5 articles about 2-[(2-Acetamidopurin-9-yl)methoxy]ethyl acetate 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: 19.3%

9-<(2-acetoxyethoxy)methyl>-2-acetylamino-6-(p-fluorobenzenesulfonyloxy)-9H-purine (160053-81-6) → 9-[(acetoxyethoxy)methyl]guanine (102728-64-3) + 9-<(2-acetoxyethoxy)methyl>-2-acetylamino-9H-purine (120356-09-4) + 2-acetylamino-9-(2-acetoxyethoxymethyl)purine-6-one (75128-73-3)

Guidance literature:

With palladium diacetate; 1,3-bis-(diphenylphosphino)propane; triethylammonium formate; In 1,4-dioxane; at 90 ℃; for 0.5h;

DOI:10.1080/15257779408013268

Reference yield:

9-<(2-acetoxyethoxy)methyl>-2-acetylamino-6-(p-toluenesulfonyloxy)-9H-purine (160053-80-5) → 9-[(acetoxyethoxy)methyl]guanine (102728-64-3) + 9-<(2-acetoxyethoxy)methyl>-2-acetylamino-9H-purine (120356-09-4) + 2-acetylamino-9-(2-acetoxyethoxymethyl)purine-6-one (75128-73-3) + 2-acetylamino-9-<(2-hydroxyethoxy)methyl>-9H-purine (119927-22-9)

Guidance literature:

With hydrogen; Lindlar's catalyst; In ethanol; at 70 ℃; for 24h; Further byproducts given;

DOI:10.1080/15257779408013268

Reference yield:

9-<(2-acetoxyethoxy)methyl>-2-acetylamino-6-(2,4,6-trimethylbenzenesulfonyloxy)-9H-purine (160053-79-2) → 9-[(acetoxyethoxy)methyl]guanine (102728-64-3) + 9-<(2-acetoxyethoxy)methyl>-2-acetylamino-9H-purine (120356-09-4) + 2-acetylamino-9-(2-acetoxyethoxymethyl)purine-6-one (75128-73-3) + 2-acetylamino-9-<(2-hydroxyethoxy)methyl>-9H-purine (119927-22-9)

Guidance literature:

With hydrogen; Lindlar's catalyst; In ethanol; at 70 ℃; for 24h; Further byproducts given;

DOI:10.1080/15257779408013268

upstream raw materials:

9-<(2-acetoxyethoxy)methyl>-2-acetylamino-6-(p-toluenesulfonyloxy)-9H-purine

9-<(2-acetoxyethoxy)methyl>-2-acetylamino-6-(p-fluorobenzenesulfonyloxy)-9H-purine

9-<(2-acetoxyethoxy)methyl>-2-acetylamino-6-(2,4,6-trimethylbenzenesulfonyloxy)-9H-purine

Downstream raw materials:

deoxyacyclovir