3-(6-chloro-9H-purin-9-yl)propan-1-ol

Base Information

• Chemical Name: 3-(6-chloro-9H-purin-9-yl)propan-1-ol
• CAS No.: 944-81-0
• Molecular Formula: C8H9ClN4O
• Molecular Weight: 212.63600
• DSSTox Substance ID: DTXSID80605178
• Wikidata: Q82503357
• Mol file: 944-81-0.mol

Synonyms:3-(6-chloro-9H-purin-9-yl)propan-1-ol;944-81-0;9H-Purine-9-propanol, 6-chloro-;3-(6-CHLOROPURIN-9-YL)PROPAN-1-OL;SCHEMBL11596726;DTXSID80605178;AMY21222;3-(6-Chloro-purin-9-yl)-propan-1-ol

Chemical Property of 3-(6-chloro-9H-purin-9-yl)propan-1-ol

Chemical Property:

• PSA: 63.83000
• LogP: 0.86210
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 212.0464886
• Heavy Atom Count: 14
• Complexity: 194

Purity/Quality:

99% ^*data from raw suppliers

6-chloro-9H-Purine-9-propanol 97.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=NC2=C(C(=N1)Cl)N=CN2CCCO

Technology Process of 3-(6-chloro-9H-purin-9-yl)propan-1-ol

There total 4 articles about 3-(6-chloro-9H-purin-9-yl)propan-1-ol 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: 85.0%

orthoformic acid triethyl ester (122-51-0) + 3-(5-amino-6-chloropyrimidin-4-ylamino)propan-ol (89893-31-2) → 3-(6-chloro-9H-purin-9-yl)propan-1-ol (944-81-0)

Guidance literature:

With acetic anhydride; for 3h; Heating;

DOI:10.1021/jm051146h

Reference yield:

Acetic acid 3-(6-chloro-purin-9-yl)-propyl ester → 3-(6-chloro-9H-purin-9-yl)propan-1-ol (944-81-0)

Guidance literature:

With potassium cyanide; In methanol; for 1.5h; Yield given; Ambient temperature;

DOI:10.1016/S0040-4020(98)00359-7

Reference yield:

6-chloro-1H-purine (87-42-3) → 3-(6-chloro-9H-purin-9-yl)propan-1-ol (944-81-0)

Guidance literature:

Multi-step reaction with 2 steps

1: PPh₃, DIAD / tetrahydrofuran / 16 h / 40 °C

2: KCN / methanol / 1.5 h / Ambient temperature

With potassium cyanide; di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; methanol;

DOI:10.1016/S0040-4020(98)00359-7

upstream raw materials:

orthoformic acid triethyl ester

3-(5-amino-6-chloropyrimidin-4-ylamino)propan-ol

6-chloro-1H-purine

Downstream raw materials:

2-[9-(3-hydroxy-propyl)-9H-purin-6-ylamino]-benzoic acid

3-(6-chloro-9H-purin-9-yl)-1-N-[(N-tert-butyloxycarbonyl-O-carbobenzyloxy)amino]propane