9H-Purine, 6-chloro-2-iodo-9-(tetrahydro-2H-pyran-2-yl)-

Base Information

• Chemical Name: 9H-Purine, 6-chloro-2-iodo-9-(tetrahydro-2H-pyran-2-yl)-
• CAS No.: 403620-89-3
• Molecular Formula: C10H10ClIN4O
• Molecular Weight: 364.573
• Mol file: 403620-89-3.mol

Synonyms:6-chloro-2-iodo-9-(tetrahydropyran-2-yl)purine;2-iodo-6-chloro-9-(tetrahydropyran-2-yl)purine;6-chloro-2-iodo-9-(tetrahydro-2H-pyran-2-yl)-9H-purine;6-chloro-2-iodo-9-(tetrahydropyran-2-yl)-9H-purine;6-chloro-2-iodo-9-(tetrahydrapyran-2-yl)-9H-purine;6-CHLORO-2-IODO-9-TETRAHYDROPYRANYLPURINE;

Chemical Property of 9H-Purine, 6-chloro-2-iodo-9-(tetrahydro-2H-pyran-2-yl)-

Chemical Property:

• Melting Point: 112-114 °C(Solv: hexane (110-54-3))
• Boiling Point: 535.1±60.0 °C(Predicted)
• PSA: 52.83000
• Density: 2.19±0.1 g/cm3(Predicted)
• LogP: 2.78340

Purity/Quality:

97% ^*data from raw suppliers

6-Chloro-2-iodo-9-(tetrahydro-2H-pyran-2-yl)-9H-purine 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 9H-Purine, 6-chloro-2-iodo-9-(tetrahydro-2H-pyran-2-yl)-

There total 10 articles about 9H-Purine, 6-chloro-2-iodo-9-(tetrahydro-2H-pyran-2-yl)- 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: 96.0%

3,4-dihydro-2H-pyran (110-87-2) + 6-chloro-2-iodo-(9H)-purine (18552-90-4) → 6-chloro-2-iodo-9-(tetrahydro-2H-pyran-2-yl)-9H-purine (403620-89-3)

Guidance literature:

With toluene-4-sulfonic acid; In tetrahydrofuran; for 16h;

DOI:10.1039/c8md00317c

Reference yield: 78.0%

3,4-dihydro-2H-pyran (110-87-2) + 2-iodo-6-chloropurine (18552-90-4) → 6-chloro-2-iodo-9-(tetrahydro-2H-pyran-2-yl)-9H-purine (403620-89-3)

Guidance literature:

With toluene-4-sulfonic acid; In tetrahydrofuran; Inert atmosphere; Reflux;

DOI:10.1016/j.tet.2009.08.057

Reference yield:

6-chloro-9-(tetrahydro-2H-pyran-2-yl)-9H-purine (7306-68-5) → 6-chloro-2-iodo-9-(tetrahydro-2H-pyran-2-yl)-9H-purine (403620-89-3)

Guidance literature:

6-chloro-9-(tetrahydro-2H-pyran-2-yl)-9H-purine; With tributyltin chloride; 2,2,6,6-tetramethylpiperidinyl-lithium; In tetrahydrofuran; at -78 ℃;

With iodine; In tetrahydrofuran; at 20 ℃; for 0.5h;

DOI:10.1016/S0040-4039(01)01751-8

upstream raw materials:

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

3,4-dihydro-2H-pyran

hypoxanthine

6-chloropurine

Downstream raw materials:

4-(9-isopropyl-6-phenylmethanesulfonyl-9H-purin-2-yl)-but-3-yn-1-ol

4-(6-benzylsulfanyl-9-isopropyl-9H-purin-2-yl)-but-3-yn-1-ol

[6-benzylsulfonyl-9-(tetrahydropyran-2-yl)-9H-purin-2-yl]-(3-methoxybenzyl)amine

[6-benzylsulfonyl-9-(tetrahydropyran-2-yl)-9H-purin-2-yl]-3-methyl-pent-1-yn-3-ol

Refernces

• 1、 Yu, Jinha,Mannes, Philip,Jung, Young-Hwan,Ciancetta, Antonella,Bitant, Amelia,Lieberman, David I.,Khaznadar, Sami,Auchampach, John A.,Gao, Zhan-Guo,Jacobson, Kenneth A.. "Structure activity relationship of 2-arylalkynyl-adenine derivatives as human A3 adenosine receptor antagonists". . p. 1920 - 1932. Retrieved 2018/11/24.
• 2、 Taddei, David,Kilian, Petr,Slawin, Alexandra M.Z.,Woollins, J. Derek. "Synthesis and full characterisation of 6-chloro-2-iodopurine, a template for the functionalisation of purines". . p. 665 - 670. Retrieved 2007/10/03.