1h-Purine-6-methanol

Base Information

• Chemical Name: 1h-Purine-6-methanol
• CAS No.: 17405-22-0
• Molecular Formula: C₆H₆N₄O
• Molecular Weight: 150.14
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID80457513
• Wikidata: Q82280374
• Mol file: 17405-22-0.mol

Synonyms:1h-purine-6-methanol;17405-22-0;9H-Purine-6-methanol;7H-purin-6-ylmethanol;1H-Purine-6-methanol (9CI);9H-purin-6-ylmethanol;(9H-purin-6-yl)methanol;SCHEMBL11903082;DTXSID80457513;AKOS006302681

Chemical Property of 1h-Purine-6-methanol

Chemical Property:

• PSA: 74.69000
• LogP: -0.15480
• XLogP3: -0.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 150.05416083
• Heavy Atom Count: 11
• Complexity: 143

Purity/Quality:

99% ^*data from raw suppliers

1H-PURINE-6-METHANOL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=NC2=NC=NC(=C2N1)CO

Technology Process of 1h-Purine-6-methanol

There total 7 articles about 1h-Purine-6-methanol 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: 78.0%

6-(hydroxymethyl)-9-(tetrahydropyran-2-yl)purine (773133-89-4) → 6-(hydroxymethyl)-9H-purine (17405-22-0)

Guidance literature:

With Dovex 50X₈ (H+); In ethanol; at 70 - 75 ℃; for 2h;

DOI:10.1021/ol049059r

Reference yield:

6-iodo-9-(tetrahydro-2H-pyran-2-yl)-9H-purine (71819-06-2) → 6-(hydroxymethyl)-9H-purine (17405-22-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: zinc / tetrahydrofuran / 1 h / 10 - 15 °C

1.2: 95 percent / Pd(PPh₃)4 / tetrahydrofuran / 6 h / 20 °C

2.1: 85 percent / MeONa / methanol / 20 °C

3.1: 78 percent / Dowex 50X₈ (H+) / ethanol / 2 h / 70 - 75 °C

With Dowex 50X₈ (H+); sodium methylate; zinc; In tetrahydrofuran; methanol; ethanol;

DOI:10.1135/cccc20051669

Reference yield:

6-chloro-9-(tetrahydro-2H-pyran-2-yl)-9H-purine (7306-68-5) → 6-(hydroxymethyl)-9H-purine (17405-22-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: zinc / tetrahydrofuran / 1 h / 10 - 15 °C

1.2: 72 percent / Pd(PPh₃)4 / tetrahydrofuran / 10 h / 20 °C

2.1: 85 percent / MeONa / methanol / 20 °C

3.1: 78 percent / Dowex 50X₈ (H+) / ethanol / 2 h / 70 - 75 °C

With Dowex 50X₈ (H+); sodium methylate; zinc; In tetrahydrofuran; methanol; ethanol;

DOI:10.1135/cccc20051669

upstream raw materials:

6-(hydroxymethyl)-9-(tetrahydropyran-2-yl)purine

6-(benzoyloxymethyl)-9-(tetrahydropyran-2-yl)purine

6-iodo-9-(tetrahydro-2H-pyran-2-yl)-9H-purine

6-chloro-9-(tetrahydro-2H-pyran-2-yl)-9H-purine

Refernces

• 1、 Silhar, Peter,Pohl, Radek,Votruba, Ivan,Hocek, Michal. "Facile and efficient synthesis of 6-(hydroxymethyl)purines". . p. 3225 - 3228. Retrieved 2007/10/03.