Abamun

Base Information

• Chemical Name: Abamun
• CAS No.: 152918-20-2
• Molecular Formula: C₁₈H₂₁N₇O₄
• Molecular Weight: 399.409
• DSSTox Substance ID: DTXSID001122366
• Nikkaji Number: J584.719B
• Mol file: 152918-20-2.mol

Synonyms:ABAMUN;N(6)-(4-aminobenzyl)adenosine-5'-N-methyluronamide

Chemical Property of Abamun

Chemical Property:

• Boiling Point: °Cat760mmHg
• PKA: 12.72±0.70(Predicted)
• Flash Point: °C
• Density: 1.68g/cm³
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 5
• Exact Mass: 399.16550218
• Heavy Atom Count: 29
• Complexity: 584

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CNC(=O)C1C(C(C(O1)N2C=NC3=C(N=CN=C32)NCC4=CC(=CC=C4)N)O)O
• Isomeric SMILES: CNC(=O)[C@@H]1[C@H]([C@H]([C@@H](O1)N2C=NC3=C(N=CN=C32)NCC4=CC(=CC=C4)N)O)O

Technology Process of Abamun

There total 6 articles about Abamun 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:

3-nitrobenzylamine hydrochloride (26177-43-5) → Abamun (152918-20-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 100 percent / H₂ / 5percent Pd/C / methanol / 0.75 h / 2585.7 Torr

2: Et₃N / ethanol / 12 h / 80 °C

3: 1N HCl / 0.75 h / 80 °C

With hydrogenchloride; hydrogen; triethylamine; palladium on activated charcoal; In methanol; ethanol;

DOI:10.1021/jm00031a014

Reference yield:

(3aS,4S,6R,6aR)-6-[6-(3-Amino-benzylamino)-purin-9-yl]-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole-4-carboxylic acid methylamide (170966-20-8) → Abamun (152918-20-2)

Guidance literature:

With hydrogenchloride; at 80 ℃; for 0.75h; Yield given;

DOI:10.1021/jm00031a014

Reference yield:

1'-deoxy-1'-(6-chloro-9H-purin-9-yl)2',3'-O-isopropylidene-β-D-ribofuranosyl chloride (104940-65-0) → Abamun (152918-20-2)

Guidance literature:

Multi-step reaction with 3 steps

1: CHCl₃ / 0.25 h / 10 °C

2: Et₃N / ethanol / 12 h / 80 °C

3: 1N HCl / 0.75 h / 80 °C

With hydrogenchloride; triethylamine; In ethanol; chloroform;

DOI:10.1021/jm00031a014

upstream raw materials:

(3aS,4S,6R,6aR)-6-[6-(3-Amino-benzylamino)-purin-9-yl]-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole-4-carboxylic acid methylamide

3-nitrobenzylamine hydrochloride

1'-deoxy-1'-(6-chloro-9H-purin-9-yl)2',3'-O-isopropylidene-β-D-ribofuranosyl chloride

2',3'-isopropylidene-1-(6-chloro-9H-purin-9-yl)-1-deoxy-N-methyl-β-D-ribofuranosiduronamide

Refernces