7-Methyl-1,N2-isopropenoacyclovir

Base Information

• Chemical Name: 7-Methyl-1,N2-isopropenoacyclovir
• CAS No.: 114199-21-2
• Molecular Formula: C₁₂H₁₅N₅O₃
• Molecular Weight: 277.283
• ChEMBL ID: CHEMBL26919
• Mol file: 114199-21-2.mol

Synonyms:7-Methyl-1,N2-isopropenoacyclovir;114199-21-2;7-Methyl-1,N2-isopropeno-9-((2-hydroxyethoxy)methyl)guanine;CHEMBL26919;7-Methyl-1, N2-isopropenoacyclovir;7-Methyl-1, N2-isopropeno-9-[(2-hydroxyethoxy)methyl]guanine;3-(2-hydroxyethoxymethyl)-1,6-dimethyl-5H-imidazo[1,2-a]purin-1-ium-9-one

Chemical Property of 7-Methyl-1,N2-isopropenoacyclovir

Chemical Property:

• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 277.11748936
• Heavy Atom Count: 20
• Complexity: 347

Purity/Quality:

99% ，98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CN2C(=C3C(=NC2=N1)[N+](=CN3C)COCCO)[O-]

Technology Process of 7-Methyl-1,N2-isopropenoacyclovir

There total 2 articles about 7-Methyl-1,N2-isopropenoacyclovir 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: 92.0%

6-methyl-3,9-dihydro-3-[(2-hydroxyethoxy)methyl]-9-oxo-5H-imidazol[1,2-a]purine (114199-19-8) + dimethyl sulfate (77-78-1) → 7-methyl-9-<(2-hydroxyethoxy)methyl>-1,N-2-isopropenoguanine (114199-21-2)

Guidance literature:

In N,N-dimethyl-formamide; for 30h; Ambient temperature;

DOI:10.1021/jm00402a017

Reference yield:

acycloguanosine (59277-89-3) → 7-methyl-9-<(2-hydroxyethoxy)methyl>-1,N-2-isopropenoguanine (114199-21-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) NaH, 3.) aq. NH₃ / 1) DMF, 15 min; 2) DMF, 30 min; 3) overnight, room temperature

2: 92 percent / dimethylformamide / 30 h / Ambient temperature

With ammonium hydroxide; sodium hydride; In N,N-dimethyl-formamide;

DOI:10.1021/jm00402a017

upstream raw materials:

6-methyl-3,9-dihydro-3-[(2-hydroxyethoxy)methyl]-9-oxo-5H-imidazol[1,2-a]purine

dimethyl sulfate

acycloguanosine