2-[(2-Amino-6-fluoro-9H-purin-9-yl)methoxy]ethyl 2-methylpropanoate

Base Information

• Chemical Name: 2-[(2-Amino-6-fluoro-9H-purin-9-yl)methoxy]ethyl 2-methylpropanoate
• CAS No.: 220150-71-0
• Molecular Formula: C₁₂H₁₆FN₅O₃
• Molecular Weight: 297.289
• DSSTox Substance ID: DTXSID201161568
• ChEMBL ID: CHEMBL4649144
• Mol file: 220150-71-0.mol

Synonyms:CHEMBL4649144;DTXSID201161568;2-[(2-Amino-6-fluoro-9H-purin-9-yl)methoxy]ethyl 2-methylpropanoate;220150-71-0

Chemical Property of 2-[(2-Amino-6-fluoro-9H-purin-9-yl)methoxy]ethyl 2-methylpropanoate

Chemical Property:

• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 7
• Exact Mass: 297.12371755
• Heavy Atom Count: 21
• Complexity: 360

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)C(=O)OCCOCN1C=NC2=C1N=C(N=C2F)N

Technology Process of 2-[(2-Amino-6-fluoro-9H-purin-9-yl)methoxy]ethyl 2-methylpropanoate

There total 3 articles about 2-[(2-Amino-6-fluoro-9H-purin-9-yl)methoxy]ethyl 2-methylpropanoate 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: 90.0%

2-Methylpropionic anhydride (97-72-3) + 2-(2-amino-6-fluoro-purin-9-ylmethoxy)-ethanol (158012-47-6) → isobutyric acid 2-(2-amino-6-fluoro-purin-9-ylmethoxy)-ethyl ester (220150-71-0)

Guidance literature:

With dmap; In N,N-dimethyl-formamide; at 20 ℃; for 0.333333h;

DOI:10.1016/S0968-0896(98)80026-6

Reference yield:

2-amino-6-chloro-9-<(2-hydroxyethoxy)methyl>-9H-purine (81777-49-3) → isobutyric acid 2-(2-amino-6-fluoro-purin-9-ylmethoxy)-ethyl ester (220150-71-0)

Guidance literature:

Multi-step reaction with 3 steps

1: tetrahydrofuran; dimethylformamide / 120 h / -78 - 20 °C

2: 6.22 g / KF / dimethylformamide / 3 h / 80 °C / 40 Torr

3: 90 percent / DMAP / dimethylformamide / 0.33 h / 20 °C

With dmap; potassium fluoride; In tetrahydrofuran; N,N-dimethyl-formamide; 1: Substitution / 2: Substitution / 3: Acylation;

DOI:10.1016/S0968-0896(98)80026-6

Reference yield:

[2-amino-9-(2-hydroxy-ethoxymethyl)-9H-purin-6-yl]-trimethyl-ammonium; chloride → isobutyric acid 2-(2-amino-6-fluoro-purin-9-ylmethoxy)-ethyl ester (220150-71-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 6.22 g / KF / dimethylformamide / 3 h / 80 °C / 40 Torr

2: 90 percent / DMAP / dimethylformamide / 0.33 h / 20 °C

With dmap; potassium fluoride; In N,N-dimethyl-formamide; 1: Substitution / 2: Acylation;

DOI:10.1016/S0968-0896(98)80026-6

upstream raw materials:

2-Methylpropionic anhydride

2-(2-amino-6-fluoro-purin-9-ylmethoxy)-ethanol

2-amino-6-chloro-9-<(2-hydroxyethoxy)methyl>-9H-purine