3-Amino-3-deoxyglucose

Base Information

• Chemical Name: 3-Amino-3-deoxyglucose
• CAS No.: 576-44-3
• Molecular Formula: C6H13NO5
• Molecular Weight: 179.1711
• UNII: 8EB87VF7OH
• DSSTox Substance ID: DTXSID501318423
• Nikkaji Number: J13.585B
• Wikidata: Q27114676
• Metabolomics Workbench ID: 54446
• Mol file: 576-44-3.mol

Synonyms:3-amino-3-deoxyglucose;kanosamine

Chemical Property of 3-Amino-3-deoxyglucose

Chemical Property:

• Vapor Pressure: 1.82E-13mmHg at 25°C
• Melting Point: 140-143℃
• Boiling Point: 530.5°Cat760mmHg
• PKA: 10.65±0.45(Predicted)
• Flash Point: 274.6°C
• PSA: 37.30000
• Density: 1.491g/cm³
• LogP: 3.20770
• Storage Temp.: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• Solubility.: Methanol (Slightly), Water (Slightly)
• XLogP3: -3.7
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 179.07937252
• Heavy Atom Count: 12
• Complexity: 142

Purity/Quality:

98%Min ^*data from raw suppliers

KanosamineHCl ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C(C(C(C(C=O)O)N)O)O)O
• Isomeric SMILES: C([C@H]([C@H]([C@@H]([C@H](C=O)O)N)O)O)O
• Uses: An antibiotic which inhibits the growth of Saccharomyces cerevisiae and a range of human pathogenic fungi, including Candida albicans

Technology Process of 3-Amino-3-deoxyglucose

There total 8 articles about 3-Amino-3-deoxyglucose 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:

→ kanosamine (576-44-3,492-56-8)

Guidance literature:

With hydrogenchloride;

DOI:10.1021/ja01469a025

Reference yield:

kanamycin A (59-01-8) → 6-amino-6-deoxy-D-glucose (576-47-6) + kanosamine (576-44-3,492-56-8)

Guidance literature:

With sulfuric acid-d2; In water-d2; at 95 ℃; for 17h;

DOI:10.1021/acs.jnatprod.6b00180

Reference yield:

tobramycin (32986-56-4) → kanosamine (576-44-3,492-56-8) + nebrosamine

Guidance literature:

With sulfuric acid-d2; In water-d2; at 95 ℃; for 113h;

DOI:10.1021/acs.jnatprod.6b00180

upstream raw materials:

Methyl-(3-acetamino-3-deoxy-2,4,6-tri-O-acetyl-α-D-glucopyranosid)

methyl-[O²,O⁴,O⁶-triacetyl-O³-(toluene-4-sulfonyl)-α-D-glucopyranoside]

methyl 2,3-anhydro-4,6-benzylidene-α-D-allopyranoside

methyl-[O²-acetyl-3-acetylamino-O⁴,O⁶-((R)-benzylidene)-3-deoxy-α-D-glucopyranoside]

Downstream raw materials:

1-phenyl-3-(D-erythro-trihydroxypropyl)-1H-pyrazolo[3,4-b]quinoxaline

3-amino-D-arabino-3-deoxy-[2]hexosulose-bis-phenylhydrazone