9,10-Anthracenedione, 2-(((2-amino-2-deoxy-beta-D-glucopyranosyl)oxy)methyl)-

Base Information

• Chemical Name: 9,10-Anthracenedione, 2-(((2-amino-2-deoxy-beta-D-glucopyranosyl)oxy)methyl)-
• CAS No.: 102830-98-8
• Molecular Formula: C₂₁H₂₁NO₇
• Molecular Weight: 399.4
• DSSTox Substance ID: DTXSID50145531
• Wikidata: Q83010101
• Mol file: 102830-98-8.mol

Synonyms:9,10-Anthracenedione, 2-(((2-amino-2-deoxy-beta-D-glucopyranosyl)oxy)methyl)-;102830-98-8;2-(((2-Amino-2-deoxy-beta-D-glucopyranosyl)oxy)methyl)-9,10-anthracenedione;DTXSID50145531

Chemical Property of 9,10-Anthracenedione, 2-(((2-amino-2-deoxy-beta-D-glucopyranosyl)oxy)methyl)-

Chemical Property:

• Vapor Pressure: 5.49E-20mmHg at 25°C
• Boiling Point: 690°C at 760 mmHg
• Flash Point: 371.1°C
• Density: 1.51g/cm³
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 4
• Exact Mass: 399.13180201
• Heavy Atom Count: 29
• Complexity: 628

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=O)C3=C(C2=O)C=C(C=C3)COC4C(C(C(C(O4)CO)O)O)N
• Isomeric SMILES: C1=CC=C2C(=C1)C(=O)C3=C(C2=O)C=C(C=C3)CO[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)N

Technology Process of 9,10-Anthracenedione, 2-(((2-amino-2-deoxy-beta-D-glucopyranosyl)oxy)methyl)-

There total 2 articles about 9,10-Anthracenedione, 2-(((2-amino-2-deoxy-beta-D-glucopyranosyl)oxy)methyl)- 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: 47.0%

2-<<3,4,6-tri-O-acetyl-2-deoxy-2-<(trifluoroacetyl)amino>-β-D-glucosyloxy>methyl>-9,10-dihydro-9,10-anthracenedione (102830-93-3) → 2-<(2-deoxy-2-amino-β-D-glucosyloxy)methyl>-9,10-dihydro-9,10-anthracenedione (102830-98-8)

Guidance literature:

With sodium hydroxide; In acetone; for 4h; Ambient temperature;

DOI:10.1021/jm00159a024

Reference yield:

2-Hydroxymethylanthraquinone (17241-59-7) → 2-<(2-deoxy-2-amino-β-D-glucosyloxy)methyl>-9,10-dihydro-9,10-anthracenedione (102830-98-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 45 percent / silver trifluoromethanesulfonate, molecular sieve 3A / CH₂Cl₂ / 4 h / Ambient temperature

2: 47 percent / 0.1 N NaOH / acetone / 4 h / Ambient temperature

With sodium hydroxide; 3 A molecular sieve; silver trifluoromethanesulfonate; In dichloromethane; acetone;

DOI:10.1021/jm00159a024

upstream raw materials:

2-<<3,4,6-tri-O-acetyl-2-deoxy-2-<(trifluoroacetyl)amino>-β-D-glucosyloxy>methyl>-9,10-dihydro-9,10-anthracenedione

2-Hydroxymethylanthraquinone