9-beta-D-glucopyranosyl-9H-purine-2,6-diamine

Base Information

• Chemical Name: 9-beta-D-glucopyranosyl-9H-purine-2,6-diamine
• CAS No.: 64414-75-1
• Molecular Formula: C₁₁H₁₆N₆O₅
• Molecular Weight: 312.285
• DSSTox Substance ID: DTXSID90982982
• Wikidata: Q82969859
• Mol file: 64414-75-1.mol

Synonyms:64414-75-1;9-beta-D-glucopyranosyl-9H-purine-2,6-diamine;9H-Purine-2,6-diamine, 9-beta-D-glucopyranosyl-;DTXSID90982982;9-Hexopyranosyl-2-imino-2,9-dihydro-1H-purin-6-amine

Chemical Property of 9-beta-D-glucopyranosyl-9H-purine-2,6-diamine

Chemical Property:

• Vapor Pressure: 1.73E-27mmHg at 25°C
• Boiling Point: 806.8°C at 760 mmHg
• Flash Point: 441.7°C
• Density: 2.25g/cm³
• XLogP3: -2
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 2
• Exact Mass: 312.11821763
• Heavy Atom Count: 22
• Complexity: 405

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=NC2=C(N=C(N=C2N1C3C(C(C(C(O3)CO)O)O)O)N)N
• Isomeric SMILES: C1=NC2=C(N=C(N=C2N1[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)N)N

Technology Process of 9-beta-D-glucopyranosyl-9H-purine-2,6-diamine

There total 3 articles about 9-beta-D-glucopyranosyl-9H-purine-2,6-diamine 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:

6-amino-2-chloro-9-(β-D-glucopyranosyl)-9H-purine → (1R)-1-(2,6-diamino-purin-9-yl)-1,5-anhydro-D-glucitol (64414-75-1)

Guidance literature:

With ammonia;

DOI:10.1021/ja01148a071

Reference yield:

tetra-O-acetyl-1-(2,6-bis-acetylamino-purin-9-yl)-β-D-1-deoxy-glucopyranose (6161-06-4) → (1R)-1-(2,6-diamino-purin-9-yl)-1,5-anhydro-D-glucitol (64414-75-1)

Guidance literature:

With sodium methylate;

DOI:10.1021/ja01148a071

Reference yield:

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide (572-09-8) → (1R)-1-(2,6-diamino-purin-9-yl)-1,5-anhydro-D-glucitol (64414-75-1)

Guidance literature:

Multi-step reaction with 2 steps

2: sodium methylate

With sodium methylate;

DOI:10.1021/ja01148a071

upstream raw materials:

tetra-O-acetyl-1-(2,6-bis-acetylamino-purin-9-yl)-β-D-1-deoxy-glucopyranose

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

Downstream raw materials:

6-amino-9-β-D-glucopyranosyl-3,9-dihydro-purin-2-one