2-Amino-3,4,5,6-tetrahydroxyhexanoic acid

Base Information

• Chemical Name: 2-Amino-3,4,5,6-tetrahydroxyhexanoic acid
• CAS No.: 3646-68-2
• Molecular Formula: C6H13NO6
• Molecular Weight: 195.172
• Hs Code.: 29225090
• NSC Number: 404265,37779
• Mol file: 3646-68-2.mol

Synonyms:2-amino-3,4,5,6-tetrahydroxyhexanoic acid;2-Amino-D-gluconic acid;SCHEMBL5290846;NSC37779;NSC-37779;NSC404265;NSC-404265;FT-0624555;A0DE8577-5D4C-4A59-A630-90A4690C3E4A

Chemical Property of 2-Amino-3,4,5,6-tetrahydroxyhexanoic acid

Chemical Property:

• Appearance/Colour: White Crystalline Solid
• Vapor Pressure: 1.08E-18mmHg at 25°C
• Melting Point: 235-245 °C (dec.)
• Refractive Index: -15 ° (C=2.5, 1mol/L HCl)
• Boiling Point: 633.2 °C at 760 mmHg
• PKA: 2.17±0.34(Predicted)
• Flash Point: 336.7 °C
• PSA: 144.24000
• Density: 1.662 g/cm³
• LogP: -2.82640
• Storage Temp.: 2-8°C
• Solubility.: Water (Slightly, Heated and Sonicated)
• XLogP3: -5.9
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 5
• Exact Mass: 195.07428713
• Heavy Atom Count: 13
• Complexity: 175

Purity/Quality:

97% ^*data from raw suppliers

D-Glucosaminic acid ^*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)O
• Uses: D-Glucosamic Acid is a useful starting material for the synthesis of aldonic acids containing a free carboxyl group and having all hydroxyl functions esterified with a simple carboxylic acid are well established deriviatives D-Glucosaminic Acid is a useful starting material for the synthesis of aldonic acids containing a free carboxyl group and having all hydroxyl functions esterified with a simple carboxylic acid are well established deriviatives.

Technology Process of 2-Amino-3,4,5,6-tetrahydroxyhexanoic acid

There total 45 articles about 2-Amino-3,4,5,6-tetrahydroxyhexanoic acid 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: 70.0%

(+)-D-glucosamine hydrochloride (1078691-95-8) → D-glucosaminic acid (3646-68-2)

Guidance literature:

With sodium hydroxide; oxygen; potassium hydrogencarbonate; Pd-Bi on charcoal; In water; at 30 ℃; for 6h; pH=7.0 - 7.8; atmospheric pressure;

DOI:10.1080/07328300600723757

Reference yield:

methyl (4R,5R)-5-(1,3-O-benzylidene-D-erythro-glycerol-1-yl)-4-(ethoxycarbonyl)-2-(methoxycarbonyl)oxazolidin-2-yl acetate (91288-16-3) → D-glucosaminic acid (3646-68-2) + Dimethyl 2-oxosuccinate (25007-54-9) + benzaldehyde (100-52-7)

Guidance literature:

With hydrogenchloride; at 100 ℃; for 2h;

DOI:10.1016/0008-6215(84)85127-7

Reference yield:

2-amino-2-deoxy-α-D-galactopyranose hydrochloride (14131-59-0) → D-glucosaminic acid (3646-68-2)

Guidance literature:

With oxygen; In water; at 20 ℃; for 2h; under 760.051 Torr; Schlenk technique;

upstream raw materials:

hydrogen cyanide

D-lyxose

D-ribose

2-amino-2-deoxyglucose

Downstream raw materials:

D-Lactic acid

succinic acid

oxalic acid

acetic acid