N-Benzyl-9-(tetrahydro-2H-pyran-2-YL)adenine

Base Information

• Chemical Name: N-Benzyl-9-(tetrahydro-2H-pyran-2-YL)adenine
• CAS No.: 2312-73-4
• Deprecated CAS: 3559-02-2,61764-68-9,69152-46-1,61764-68-9,69152-46-1
• Molecular Formula: C17H19N5O
• Molecular Weight: 309.371
• European Community (EC) Number: 621-751-6
• UNII: 23NQ6S177V
• DSSTox Substance ID: DTXSID8038801
• Nikkaji Number: J9.492G
• Wikidata: Q27253765
• ChEMBL ID: CHEMBL476190
• Mol file: 2312-73-4.mol

Synonyms:2312-73-4;N-BENZYL-9-(TETRAHYDRO-2H-PYRAN-2-YL)ADENINE;Acell;Pyranyl benzyladenine;N-Benzyl-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-amine;Caswell No. 083F;BAP9THP;PBA (growth stimulant);N-Benzyl-9-(2-tetrahydropyranyl)adenine;N-(Phenylmethyl)-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-amine;EPA Pesticide Chemical Code 110001;SD 8339;N6-Benzyl-9-(2-tetrahydropyranyl)adenine;UNII-23NQ6S177V;DTXSID8038801;C17H19N5O;6-Benzylamino-9-tetrahydropyran-2-yl-9H-purine;23NQ6S177V;9H-Purin-6-amine, N-(phenylmethyl)-9-(tetrahydro-2H-pyran-2-yl)-;ABG 3039;Adenine, N-benzyl-9-(tetrahydro-2H-pyran-2-yl)-;9H-Purine, 6-benzylamino-9-tetrahydropyran-2-yl-;SMR000065644;N-benzyl-9-(oxan-2-yl)purin-6-amine;ChemDiv1_000097;Oprea1_353490;MLS000098007;MLS002637047;SCHEMBL218275;CHEMBL476190;DTXCID6018801;HMS587E09;HMS2489P08;ABG-3039;Tox21_301613;STL510929;AKOS001030389;AKOS016843735;CCG-121004;SD-8339;NCGC00255573-01;61764-68-9;AC-19706;CAS-2312-73-4;HY-119698;LS-126479;CS-0077827;FT-0654811;SR-01000027858;6-(benzylamino)-9-(2-tetrahydropyranyl)-9h-purine;SR-01000027858-1;ADENINE, N-BENZYL-9-(TETRAHYDROPYRAN-2-YL)-;Q27253765;Z56780075;Adenine,N-benzyl-9-(tetrahydro-2H-pyran-2-yl)-(8ci);6-(BENZYLAMINE)-9-(2-TETRAHYDROPYRANYL)-9H-PURINE;Adenine, N-benzyl-9-(tetrahydro-2H-pyran-2-yl)- (8CI);N-benzyl-N-(9-tetrahydro-2H-pyran-2-yl-9H-purin-6-yl)amine;N-Phenylmethyl)-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-amine

Chemical Property of N-Benzyl-9-(tetrahydro-2H-pyran-2-YL)adenine

Chemical Property:

• Appearance/Colour: White crystal
• Vapor Pressure: 8.96E-12mmHg at 25°C
• Melting Point: 110-114oC
• Refractive Index: 1.7
• Boiling Point: 541.1 °C at 760 mmHg
• PKA: 3.51±0.10(Predicted)
• Flash Point: 281.1 °C
• PSA: 64.86000
• Density: 1.35 g/cm³
• LogP: 3.21050
• Storage Temp.: −20°C
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 309.15896025
• Heavy Atom Count: 23
• Complexity: 376

Purity/Quality:

98% ^*data from raw suppliers

N-Benzyl-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-amine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCOC(C1)N2C=NC3=C(N=CN=C32)NCC4=CC=CC=C4
• Recent ClinicalTrials: Enhanced vs. Routine Clear Liquid Intake in Labor

Technology Process of N-Benzyl-9-(tetrahydro-2H-pyran-2-YL)adenine

There total 8 articles about N-Benzyl-9-(tetrahydro-2H-pyran-2-YL)adenine 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: 71.4%

3,4-dihydro-2H-pyran (110-87-2) + 6-benzyladenine (1214-39-7) → 6-benzylamino-9-(2-tetrahydropyranyl)purine (2312-73-4)

Guidance literature:

With toluene-4-sulfonic acid; In various solvent(s); for 2h; Heating;

Reference yield: 66.0%

6-chloro-9-(tetrahydro-2H-pyran-2-yl)-9H-purine (7306-68-5) + benzylamine (100-46-9) → 6-benzylamino-9-(2-tetrahydropyranyl)purine (2312-73-4)

Guidance literature:

With triethylamine; In isopropyl alcohol; at 40 ℃; for 8h;

Reference yield:

6-methylsulfonylpurine (19769-32-5) → 6-benzylamino-9-(2-tetrahydropyranyl)purine (2312-73-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 78.2 percent / butan-1-ol / 0.75 h

2: 71.4 percent / pTsOH / various solvent(s) / 2 h / Heating

With toluene-4-sulfonic acid; In butan-1-ol; 1: Substitution / 2: Addition;

upstream raw materials:

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

benzylamine

3,4-dihydro-2H-pyran

6-benzyladenine

Refernces

• 1、 -. "ADENOSINE ANALOG AND ITS USE IN REGULATING THE CIRCADIAN CLOCK". Paragraph 0149; 0154; 0155; 0188. . Retrieved 2018/08/12.
• 2、 -. "6,8-DISUBSTITUTED-9-(HETEROCYCLYL)PURINES, COMPOSITIONS CONTAINING THESE DERIVATIVES AND THEIR USE IN COSMETIC AND MEDICINAL APPLICATIONS". Page/Page column 19. . Retrieved 2016/07/05.