2-(p-Butylanilino)-2'-deoxyadenosine

Base Information

• Chemical Name: 2-(p-Butylanilino)-2'-deoxyadenosine
• CAS No.: 99304-82-2
• Molecular Formula: C20H26N6O3
• Molecular Weight: 398.465
• DSSTox Substance ID: DTXSID90244037
• Wikidata: Q83128301
• ChEMBL ID: CHEMBL2448177
• Mol file: 99304-82-2.mol

Synonyms:BRN 5659652;2-(p-Butylanilino)-2'-deoxyadenosine;2-(p-n-Butylanilino)-2'-deoxyadenosine;6-Amino-2-((4-butylphenyl)amino)-9-(2-dexoy-beta-D-erythro-pentafuranosyl)-9H-purine;9H-Purine, 6-amino-2-((4-butylphenyl)amino)-9-(2-deoxy-beta-D-erythro-pentafuranosyl)-;99304-82-2;CHEMBL2448177;DTXSID90244037;LS-126470

Chemical Property of 2-(p-Butylanilino)-2'-deoxyadenosine

Chemical Property:

• Boiling Point: 720.7°Cat760mmHg
• Flash Point: 389.7°C
• Density: 1.49g/cm³
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 7
• Exact Mass: 398.20663871
• Heavy Atom Count: 29
• Complexity: 520

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC1=CC=C(C=C1)NC2=NC(=C3C(=N2)N(C=N3)C4CC(C(O4)CO)O)N
• Isomeric SMILES: CCCCC1=CC=C(C=C1)NC2=NC(=C3C(=N2)N(C=N3)[C@H]4C[C@@H]([C@H](O4)CO)O)N

Technology Process of 2-(p-Butylanilino)-2'-deoxyadenosine

There total 13 articles about 2-(p-Butylanilino)-2'-deoxyadenosine 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: 92.0%

N2-(4-Butyl-phenyl)-9-((2R,3aS,9aR)-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-9H-purine-2,6-diamine (169687-97-2) → 2-(p-n-butylanilino)-2'-deoxyadenosine (99304-82-2)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 2h; Ambient temperature;

Reference yield: 81.0%

2-(p-n-butylanilino)-6-chloro-9-(2-deoxy-β-D-ribofuranosyl)purine (104715-73-3) → 2-(p-n-butylanilino)-2'-deoxyadenosine (99304-82-2)

Guidance literature:

With ammonia; In methanol; at 120 ℃; for 5h;

DOI:10.1021/jm00384a019

Reference yield:

2-(p-n-butylanilino)-6-chloro-9-(2-deoxy-3,5-di-p-toluoyl-β-D-ribofuranosyl)purine (104715-71-1) → 2-(p-n-butylanilino)-2'-deoxyadenosine (99304-82-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / MeONa / methanol / 24 h

2: 81 percent / NH₃ / methanol / 5 h / 120 °C

With ammonia; sodium methylate; In methanol;

DOI:10.1021/jm00384a019

upstream raw materials:

2-(p-n-butylanilino)-6-chloro-9-(2-deoxy-β-D-ribofuranosyl)purine

N²-(4-Butyl-phenyl)-9-((2R,3aS,9aR)-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-9H-purine-2,6-diamine

2-(4-butyl-anilino)-adenosine

6-amino-2-iodo-9-(2',3',5'-tri-O-acetyl-β-D-ribofuranosyl)purine