5-Deoxykanamycin

Base Information

• Chemical Name: 5-Deoxykanamycin
• CAS No.: 62819-32-3
• Molecular Formula: C18H36N4O10
• Molecular Weight: 468.4992
• DSSTox Substance ID: DTXSID60978498
• Mol file: 62819-32-3.mol

Synonyms:5-Deoxykanamycin;5-Deoxykanamycin A;BRN 1408270;62819-32-3;D-Streptamine, O-3-amino-3-deoxy-alpha-D-glucopyranosyl-(1-6)-O-(6-amino-6-deoxy-alpha-D-glucopyranosyl-(1-4))-2,5-dideoxy-;DTXSID60978498;LS-146905;2,4-Diamino-5-[(6-amino-6-deoxyhexopyranosyl)oxy]cyclohexyl 3-amino-3-deoxyhexopyranoside

Chemical Property of 5-Deoxykanamycin

Chemical Property:

• Vapor Pressure: 4.29E-27mmHg at 25°C
• Boiling Point: 766.1°C at 760 mmHg
• Flash Point: 417.1°C
• Density: 1.56g/cm³
• XLogP3: -6
• Hydrogen Bond Donor Count: 10
• Hydrogen Bond Acceptor Count: 14
• Rotatable Bond Count: 6
• Exact Mass: 468.24314336
• Heavy Atom Count: 32
• Complexity: 608

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(C(CC(C1N)OC2C(C(C(C(O2)CN)O)O)O)OC3C(C(C(C(O3)CO)O)N)O)N

Technology Process of 5-Deoxykanamycin

There total 3 articles about 5-Deoxykanamycin 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:

C50H60N4O18 → 5-deoxykanamycin A (62819-32-3)

Guidance literature:

With hydrogen; palladium; In water; acetic acid; for 0.666667h; under 760 Torr;

DOI:10.1246/bcsj.56.1149

Reference yield:

1,3,6',3-tetrakis(N-benzyloxycarbonyl)-4,6-O-cyclohexylidenekanamycin A (64978-01-4) → 5-deoxykanamycin A (62819-32-3)

Guidance literature:

Multi-step reaction with 6 steps

1: 90 percent / pyridine / 20 - 50 °C

2: 83 percent / sulfuryl chloride, pyridine / CH₂Cl₂ / 2 h / -78 - 20 °C

3: 89 percent / tributylstannane, α,α'-azobis(isobutyronitrile) / dioxane / 2 h / 80 °C

4: 93 percent / MeONa / methanol / 0.25 h

5: 80percent aq. AcOH / 0.33 h / 80 °C

6: H₂ / Pd black / acetic acid; H₂O / 0.67 h / 760 Torr

With pyridine; sulfuryl dichloride; azobisisobutyronitrile; hydrogen; tri-n-butyl-tin hydride; sodium methylate; acetic acid; palladium; In 1,4-dioxane; methanol; dichloromethane; water; acetic acid;

DOI:10.1246/bcsj.56.1149

Reference yield:

→ 5-deoxykanamycin A (62819-32-3)

Guidance literature:

Streptamin 24, Erhitzen;

DOI:10.1139/v78-340

upstream raw materials:

1,3,6',3-tetrakis(N-benzyloxycarbonyl)-4,6-O-cyclohexylidenekanamycin A