6-Desoxy-D-glucosamine
Title: 6-Desoxy-D-glucosamine
CAS Registry Number: 6018-53-7
CAS Name: 2-Amino-2,6-dideoxy-D-glucose
Additional Names: 6-deoxy-D-glucosamine; 2,6-didesoxy-2-amino-D-glucose
Molecular Formula: C6H13NO4
Molecular Weight: 163.17
Percent Composition: C 44.17%, H 8.03%, N 8.58%, O 39.22%
Literature References: May be prepd by tosylation of the primary alcohol group of a suitable derivative of D-glucosamine, followed by acetylation and replacement of the tosyl group by iodine, and catalytic cleavage of the halide with Raney nickel in the presence of triethylamine: Morel, Helv. Chim. Acta 41, 1501 (1958).
 
Derivative Type: Hydrochloride
Molecular Formula: C6H13NO4.HCl
Molecular Weight: 199.63
Percent Composition: C 36.10%, H 7.07%, N 7.02%, O 32.06%, Cl 17.76%
Properties: Crystals from abs ethanol + ether, dec 172-173°. Shows mutarotation. Final value: [a]D20 +55° (H2O).
Optical Rotation: [a]D20 +55° (H2O)
 
Derivative Type: 1,3,4-Tri-O-acetyl-N-acetyl-6-desoxy-b-D-glucosamine
Molecular Formula: C14H21NO8
Molecular Weight: 331.32
Percent Composition: C 50.75%, H 6.39%, N 4.23%, O 38.63%
Properties: Crystals from alc, mp 209-210°. [a]D20 +17.5° (chloroform).
Melting point: mp 209-210°
Optical Rotation: [a]D20 +17.5° (chloroform)
 
Use: In the investigation of amino acid metabolism.

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