4,6-Diaminocyclohexane-1,2,3-triol

Base Information

• Chemical Name: 4,6-Diaminocyclohexane-1,2,3-triol
• CAS No.: 2037-48-1
• Molecular Formula: C6H14N2O3
• Molecular Weight: 162.189
• Hs Code.: 2922199090
• NSC Number: 156938
• Wikidata: Q104988263
• Mol file: 2037-48-1.mol

Synonyms:4,6-diaminocyclohexane-1,2,3-triol;NSC-156938;SCHEMBL11044942;SCHEMBL21105130;NSC156938;1,3-Cyclohexanetriol, 4,6-diamino-;1,3-Diamino-4,5,6-trihydroxycyclohexane;FT-0612153

Chemical Property of 4,6-Diaminocyclohexane-1,2,3-triol

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 273-278°C
• Refractive Index: 1.62
• Boiling Point: 310.1°Cat760mmHg
• PKA: 13?+-.0.70(Predicted)
• Flash Point: 141.3°C
• PSA: 112.73000
• Density: 1.44g/cm³
• LogP: 0.44420
• Storage Temp.: -20°C Freezer
• Solubility.: Methanol (Slightly, Heated), Water (Slightly)
• XLogP3: -3.2
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 162.10044231
• Heavy Atom Count: 11
• Complexity: 130

Purity/Quality:

99% ^*data from raw suppliers

2-Deoxystreptamine, Dihydrobromide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1C(C(C(C(C1N)O)O)O)N
• Uses: An important component of several aminocyclitol antibiotics

Technology Process of 4,6-Diaminocyclohexane-1,2,3-triol

There total 37 articles about 4,6-Diaminocyclohexane-1,2,3-triol 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: 98.0%

neamine chloride → 2-deoxystreptamine (2037-48-1,731753-11-0)

Guidance literature:

With hydrogen bromide; In water; at 130 ℃; for 18h;

DOI:10.1111/jphp.12480

Reference yield: 95.0%

(1α,2β,3α,4β,6β)-4,6-Diazido-1,2,3-cyclohexantriol (90899-14-2) → 2-deoxystreptamine (2037-48-1,731753-11-0)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 14h; under 2250.18 Torr;

DOI:10.1021/jo049788k

Reference yield: 77.0%

neomycin B trisulfate (4146-30-9,25389-98-4,28002-70-2,34289-38-8,92283-95-9) → 2-deoxystreptamine (2037-48-1,731753-11-0)

Guidance literature:

With water; hydrogen bromide; at 120 ℃; for 17h; Inert atmosphere;

DOI:10.1055/s-0030-1260033

upstream raw materials:

neomycin B

garamine

1-epi-sisomicin

2-Desoxy-streptamin-dihydrochlorid

Downstream raw materials:

(+/-)-1⁽³⁾-N-acetyl-2-deoxystreptamine

N,N'-bis-phenoxycarbonyl-2-deoxy-streptamine

Refernces

• 1、 Prado, Wiliam A.,Rossaneis, Ana C.,Carvalho, Ivone,Zamoner, Luis Otvio B.,Corrado, Alexandre P.. "Neamine and 2-deoxystreptamine neomycin derivatives exhibit antinociceptive activity in rat models of phasic, incision and neuropathic pain". . p. 1696 - 1704. Retrieved 2015.
• 2、 Coste, Gerald,Horlacher, Tim,Molina, Lidia,Moreno-Vargas, Antonio J.,Carmona, Ana T.,Robina, Inmaculada,Seeberger, Peter H.,Gerber-Lemaire, Sandrine. "Synthesis and biological evaluation of modified 2-deoxystreptamine dimers". experimental part. p. 1759 - 1770. Retrieved 2011/07/30.
• 3、 Busscher, Guuske F.,Groothuys, Stan,De Gelder, Rene,Rutjes, Floris P. J. T.,Van Delft, Floris L.. "Efficient preparation of a 1,3-diazidocyclitol as a versatile 2-deoxystreptamine precursor". . p. 4477 - 4481. Retrieved 2007/10/03.