Product Name

  • Name

    Glucosamine

  • EINECS 222-311-2
  • CAS No. 3416-24-8
  • Article Data96
  • CAS DataBase
  • Density 1.563 g/cm3
  • Solubility Soluble in water
  • Melting Point 88oC
  • Formula C6H13NO5
  • Boiling Point 449.9 °C at 760 mmHg
  • Molecular Weight 179.173
  • Flash Point 225.9 °C
  • Transport Information
  • Appearance COA
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 3416-24-8 (Glucosamine)
  • Hazard Symbols
  • Synonyms 2-Amino-2-deoxy-D-glucopyranose;2-Amino-2-deoxy-D-glucose;2-Amino-2-deoxyglucose;2-Aminoglucose;2-Deoxy-2-amino-D-glucose;2-Deoxy-2-aminoglucose;Chitosamine;D-Glucosamine;Glucosamine, D-;
  • PSA 124.01000
  • LogP -2.71210

Synthetic route

D-(+)-glucosamine hydrochloride
66-84-2

D-(+)-glucosamine hydrochloride

2-amino-2-deoxyglucose
3416-24-8

2-amino-2-deoxyglucose

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In ethanol for 3h;99%
With triethylamine In methanol; water
chitosan (deacetylation degree, 93%)

chitosan (deacetylation degree, 93%)

sodium acetate
127-09-3

sodium acetate

A

chitosan oligosaccharides

chitosan oligosaccharides

B

2-amino-2-deoxyglucose
3416-24-8

2-amino-2-deoxyglucose

C

2-acetamido-2-deoxy-D-glucose
7512-17-6

2-acetamido-2-deoxy-D-glucose

D

Low molecular weight chitosan

Low molecular weight chitosan

Conditions
ConditionsYield
With chitosanase In water at 40℃; for 20h; pH=4.5; Product distribution; Further Variations:; Reagents; pH-values; Enzymatic reaction;A 46.3%
B n/a
C n/a
D 44.6%
methanol
67-56-1

methanol

D-fructose-imine

D-fructose-imine

2-amino-2-deoxyglucose
3416-24-8

2-amino-2-deoxyglucose

Conditions
ConditionsYield
Behandeln mit Carbonsaeuren;
D-Fructose
57-48-7

D-Fructose

2-amino-2-deoxyglucose
3416-24-8

2-amino-2-deoxyglucose

Conditions
ConditionsYield
With ammonia
With ammonium chloride; ammonia
methyl 2-amino-2-deoxy-β-D-glucopyranoside
3867-92-3

methyl 2-amino-2-deoxy-β-D-glucopyranoside

2-amino-2-deoxyglucose
3416-24-8

2-amino-2-deoxyglucose

Conditions
ConditionsYield
With sulfuric acid at 100℃; for 1h;
D-Fructose
57-48-7

D-Fructose

ammonium chloride

ammonium chloride

ammonia
7664-41-7

ammonia

A

2-amino-2-deoxyglucose
3416-24-8

2-amino-2-deoxyglucose

B

2-amino-2-deoxy-ξ-D-glucosylamine

2-amino-2-deoxy-ξ-D-glucosylamine

Conditions
ConditionsYield
at 100℃;
hydrogenchloride
7647-01-0

hydrogenchloride

ethanol
64-17-5

ethanol

D-glucosaminic acid
3646-68-2

D-glucosaminic acid

2-amino-2-deoxyglucose
3416-24-8

2-amino-2-deoxyglucose

Conditions
ConditionsYield
und darauffolgende Reduktion mit Natriumamalgam;
2-benzylamino-2-deoxy-glucononitrile

2-benzylamino-2-deoxy-glucononitrile

2-amino-2-deoxyglucose
3416-24-8

2-amino-2-deoxyglucose

Conditions
ConditionsYield
With hydrogenchloride; palladium Hydrogenation;
chitin

chitin

2-amino-2-deoxyglucose
3416-24-8

2-amino-2-deoxyglucose

Conditions
ConditionsYield
durch Spaltung;
With hydrogenchloride
claw of a lobster

claw of a lobster

armor plate of a lobster

armor plate of a lobster

2-amino-2-deoxyglucose
3416-24-8

2-amino-2-deoxyglucose

Conditions
ConditionsYield
With hydrogenchloride
conalbumin

conalbumin

2-amino-2-deoxyglucose
3416-24-8

2-amino-2-deoxyglucose

d-glucosaminoic acid

d-glucosaminoic acid

2-amino-2-deoxyglucose
3416-24-8

2-amino-2-deoxyglucose

Conditions
ConditionsYield
With hydrogenchloride; ethanol anschliessend Behandeln mit Natriumamalgam und Schwefelsaeure;
egg yolk

egg yolk

2-amino-2-deoxyglucose
3416-24-8

2-amino-2-deoxyglucose

euglobulin

euglobulin

2-amino-2-deoxyglucose
3416-24-8

2-amino-2-deoxyglucose

glucoprotein

glucoprotein

2-amino-2-deoxyglucose
3416-24-8

2-amino-2-deoxyglucose

Conditions
ConditionsYield
With acid
liverprotein

liverprotein

2-amino-2-deoxyglucose
3416-24-8

2-amino-2-deoxyglucose

membrane substance of fungus

membrane substance of fungus

2-amino-2-deoxyglucose
3416-24-8

2-amino-2-deoxyglucose

Conditions
ConditionsYield
With hydrogenchloride Hydrolysis;
mucoide

mucoide

2-amino-2-deoxyglucose
3416-24-8

2-amino-2-deoxyglucose

Conditions
ConditionsYield
Hydrolysis.aus Ascites-Fluessigkeit;
myxom-mucin

myxom-mucin

2-amino-2-deoxyglucose
3416-24-8

2-amino-2-deoxyglucose

Conditions
ConditionsYield
Hydrolysis;
ovalbumin

ovalbumin

2-amino-2-deoxyglucose
3416-24-8

2-amino-2-deoxyglucose

ovomucoid

ovomucoid

2-amino-2-deoxyglucose
3416-24-8

2-amino-2-deoxyglucose

Conditions
ConditionsYield
With acid
paramucin

paramucin

2-amino-2-deoxyglucose
3416-24-8

2-amino-2-deoxyglucose

Conditions
ConditionsYield
With acid
protein

protein

2-amino-2-deoxyglucose
3416-24-8

2-amino-2-deoxyglucose

Conditions
ConditionsYield
With acid Bildet sich besonders aus Glykoproteiden: so aus den Mucinen des Sputums und der Submaxillardruese;
durch Spaltung;
pseudomucin

pseudomucin

2-amino-2-deoxyglucose
3416-24-8

2-amino-2-deoxyglucose

Conditions
ConditionsYield
With acid
serum-albumin

serum-albumin

2-amino-2-deoxyglucose
3416-24-8

2-amino-2-deoxyglucose

Conditions
ConditionsYield
With alkali
serum-globulin

serum-globulin

2-amino-2-deoxyglucose
3416-24-8

2-amino-2-deoxyglucose

serum mucoide

serum mucoide

2-amino-2-deoxyglucose
3416-24-8

2-amino-2-deoxyglucose

Conditions
ConditionsYield
With acid
shell of a lobster

shell of a lobster

2-amino-2-deoxyglucose
3416-24-8

2-amino-2-deoxyglucose

Conditions
ConditionsYield
With hydrogenchloride
shell of crayfish

shell of crayfish

2-amino-2-deoxyglucose
3416-24-8

2-amino-2-deoxyglucose

Conditions
ConditionsYield
With hydrogenchloride
2-amino-2-deoxyglucose
3416-24-8

2-amino-2-deoxyglucose

C43H51N7O9S2

C43H51N7O9S2

(x)C6H13NO5*C43H51N7O9S2

(x)C6H13NO5*C43H51N7O9S2

Conditions
ConditionsYield
In methanol at 20℃; for 7h;99.61%
1.3-propanedithiol
109-80-8

1.3-propanedithiol

2-amino-2-deoxyglucose
3416-24-8

2-amino-2-deoxyglucose

2-amino-2-deoxy-D-glucose propane-1,3-diyldithioacetal hydrochloride
72022-71-0

2-amino-2-deoxy-D-glucose propane-1,3-diyldithioacetal hydrochloride

Conditions
ConditionsYield
With hydrogenchloride 1.) 0 degC, 2 h, 2.) 60 degC, 12 h;92%
2-amino-2-deoxyglucose
3416-24-8

2-amino-2-deoxyglucose

(fluorenylmethoxy)carbonyl chloride
28920-43-6

(fluorenylmethoxy)carbonyl chloride

acetic anhydride
108-24-7

acetic anhydride

Acetic acid (3R,4R,5S,6R)-2,5-diacetoxy-6-acetoxymethyl-3-(9H-fluoren-9-ylmethoxycarbonylamino)-tetrahydro-pyran-4-yl ester
1040868-13-0

Acetic acid (3R,4R,5S,6R)-2,5-diacetoxy-6-acetoxymethyl-3-(9H-fluoren-9-ylmethoxycarbonylamino)-tetrahydro-pyran-4-yl ester

Conditions
ConditionsYield
Stage #1: 2-amino-2-deoxyglucose; (fluorenylmethoxy)carbonyl chloride With sodium hydrogencarbonate In 1,4-dioxane; water for 1h;
Stage #2: acetic anhydride With pyridine for 12h;
91%
2-amino-2-deoxyglucose
3416-24-8

2-amino-2-deoxyglucose

C14H16N4O6
1598423-52-9

C14H16N4O6

C14H16N4O6*C6H13NO5
1598423-54-1

C14H16N4O6*C6H13NO5

Conditions
ConditionsYield
In water at 20℃;90.57%
2-amino-2-deoxyglucose
3416-24-8

2-amino-2-deoxyglucose

C27H31N2O2Si(1+)

C27H31N2O2Si(1+)

C33H42N3O6Si(1+)

C33H42N3O6Si(1+)

Conditions
ConditionsYield
Stage #1: C27H31N2O2Si(1+) With O-(N-succinimidyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine In N,N-dimethyl-formamide at 20℃; for 0.0833333h;
Stage #2: 2-amino-2-deoxyglucose In N,N-dimethyl-formamide at 20℃; for 1h;
85.8%
1,3-dimethylbarbituric acid
769-42-6

1,3-dimethylbarbituric acid

2-amino-2-deoxyglucose
3416-24-8

2-amino-2-deoxyglucose

5-((1S,2S,3R,4S,5R)-2-Amino-1,3,4,5,6-pentahydroxy-hexyl)-6-hydroxy-1,3-dimethyl-1H-pyrimidine-2,4-dione

5-((1S,2S,3R,4S,5R)-2-Amino-1,3,4,5,6-pentahydroxy-hexyl)-6-hydroxy-1,3-dimethyl-1H-pyrimidine-2,4-dione

Conditions
ConditionsYield
In water at 50℃;85%
Benzofuran-2-carboxylic acid
496-41-3

Benzofuran-2-carboxylic acid

2-amino-2-deoxyglucose
3416-24-8

2-amino-2-deoxyglucose

N-(2,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2Hpyran-3-yl)benzofuran-2-carboxamide

N-(2,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2Hpyran-3-yl)benzofuran-2-carboxamide

Conditions
ConditionsYield
Stage #1: Benzofuran-2-carboxylic acid With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In acetonitrile
Stage #2: 2-amino-2-deoxyglucose In acetonitrile at 30℃; for 0.833333h; Temperature; Solvent; Time;
85%
2-amino-2-deoxyglucose
3416-24-8

2-amino-2-deoxyglucose

C45H33N5S

C45H33N5S

C51H46N6O5S

C51H46N6O5S

Conditions
ConditionsYield
With dicarbonate In water; dimethyl sulfoxide at 20℃; for 5h; pH=9;83%
butanoic acid anhydride
106-31-0

butanoic acid anhydride

2-amino-2-deoxyglucose
3416-24-8

2-amino-2-deoxyglucose

N-butyrylglucosamine
63223-56-3

N-butyrylglucosamine

Conditions
ConditionsYield
In methanol at 0 - 20℃; for 24h;80%
5-methylbenzofuran-2-carboxylic acid
10242-09-8

5-methylbenzofuran-2-carboxylic acid

2-amino-2-deoxyglucose
3416-24-8

2-amino-2-deoxyglucose

5-methyl-N-(2,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl)benzofuran-2-carboxamide

5-methyl-N-(2,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl)benzofuran-2-carboxamide

Conditions
ConditionsYield
Stage #1: 5-methylbenzofuran-2-carboxylic acid With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In acetonitrile
Stage #2: 2-amino-2-deoxyglucose In acetonitrile for 0.833333h; Heating;
77%
2-amino-2-deoxyglucose
3416-24-8

2-amino-2-deoxyglucose

5-fluorobenzofuran-2-carboxylic acid
89197-62-6

5-fluorobenzofuran-2-carboxylic acid

5-fluoro-N-(2,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl)benzofuran-2-carboxamide

5-fluoro-N-(2,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl)benzofuran-2-carboxamide

Conditions
ConditionsYield
Stage #1: 5-fluorobenzofuran-2-carboxylic acid With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In acetonitrile
Stage #2: 2-amino-2-deoxyglucose In acetonitrile for 0.833333h; Heating;
76%
5-methoxybenzofuran-2-carboxylic acid
10242-08-7

5-methoxybenzofuran-2-carboxylic acid

2-amino-2-deoxyglucose
3416-24-8

2-amino-2-deoxyglucose

5-methoxy-N-(2,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl)benzofuran-2-carboxamide

5-methoxy-N-(2,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl)benzofuran-2-carboxamide

Conditions
ConditionsYield
Stage #1: 5-methoxybenzofuran-2-carboxylic acid With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In acetonitrile
Stage #2: 2-amino-2-deoxyglucose In acetonitrile for 0.833333h; Heating;
72%
BARBITURIC ACID
67-52-7

BARBITURIC ACID

2-amino-2-deoxyglucose
3416-24-8

2-amino-2-deoxyglucose

5-((1S,2S,3R,4S,5R)-2-Amino-1,3,4,5,6-pentahydroxy-hexyl)-6-hydroxy-1H-pyrimidine-2,4-dione

5-((1S,2S,3R,4S,5R)-2-Amino-1,3,4,5,6-pentahydroxy-hexyl)-6-hydroxy-1H-pyrimidine-2,4-dione

Conditions
ConditionsYield
In water at 50℃;70%
2-amino-2-deoxyglucose
3416-24-8

2-amino-2-deoxyglucose

C27H22F2N2O6

C27H22F2N2O6

C29H30F2N2O8

C29H30F2N2O8

Conditions
ConditionsYield
With pyridine at 90℃; for 3h;68%
6-methoxybenzofuran-2-carboxylic acid
50551-61-6

6-methoxybenzofuran-2-carboxylic acid

2-amino-2-deoxyglucose
3416-24-8

2-amino-2-deoxyglucose

6-methoxy-N-(2,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl)benzofuran-2-carboxamide

6-methoxy-N-(2,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl)benzofuran-2-carboxamide

Conditions
ConditionsYield
Stage #1: 6-methoxybenzofuran-2-carboxylic acid With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In acetonitrile
Stage #2: 2-amino-2-deoxyglucose In acetonitrile for 0.833333h; Heating;
68%
7-methoxybenzofuran-2-carboxylic acid
4790-79-8

7-methoxybenzofuran-2-carboxylic acid

2-amino-2-deoxyglucose
3416-24-8

2-amino-2-deoxyglucose

7-methoxy-N-(2,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl)benzofuran-2-carboxamide

7-methoxy-N-(2,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl)benzofuran-2-carboxamide

Conditions
ConditionsYield
Stage #1: 7-methoxybenzofuran-2-carboxylic acid With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In acetonitrile
Stage #2: 2-amino-2-deoxyglucose In acetonitrile for 0.833333h; Heating;
64%
2-amino-2-deoxyglucose
3416-24-8

2-amino-2-deoxyglucose

[Cl2Pt(6-aminocaproic acid)2]

[Cl2Pt(6-aminocaproic acid)2]

C24H48Cl2N4O12Pt

C24H48Cl2N4O12Pt

Conditions
ConditionsYield
Stage #1: [Cl2Pt(6-aminocaproic acid)2] With 1-hydroxy-pyrrolidine-2,5-dione; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In N,N-dimethyl-formamide at -10 - 20℃; for 16h;
Stage #2: 2-amino-2-deoxyglucose With triethylamine In N,N-dimethyl-formamide at 0 - 20℃; for 17h;
46%
2-amino-2-deoxyglucose
3416-24-8

2-amino-2-deoxyglucose

C21H24N6O6

C21H24N6O6

C27H35N7O10

C27H35N7O10

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 2h;44%
3-(4-nitrophenyl)-propenal
49678-08-2

3-(4-nitrophenyl)-propenal

2-amino-2-deoxyglucose
3416-24-8

2-amino-2-deoxyglucose

2-(4-nitro-trans-cinnamylidenamino)-2-deoxy-D-glucose

2-(4-nitro-trans-cinnamylidenamino)-2-deoxy-D-glucose

butanoic acid anhydride
106-31-0

butanoic acid anhydride

2-amino-2-deoxyglucose
3416-24-8

2-amino-2-deoxyglucose

N-butyryl α-glucosamine
15961-60-1

N-butyryl α-glucosamine

Conditions
ConditionsYield
With methanol
formic acid
64-18-6

formic acid

2-amino-2-deoxyglucose
3416-24-8

2-amino-2-deoxyglucose

2-deoxy-2-formamido-β-D-glucopyranose
6905-58-4

2-deoxy-2-formamido-β-D-glucopyranose

Conditions
ConditionsYield
With acetic anhydride
3-bromobenzoyl chloride
1711-09-7

3-bromobenzoyl chloride

2-amino-2-deoxyglucose
3416-24-8

2-amino-2-deoxyglucose

2-(3-bromo-benzoylamino)-2-deoxy-D-glucose
150698-52-5

2-(3-bromo-benzoylamino)-2-deoxy-D-glucose

2,4-dichloro-1,5-dinitrobenzene
3698-83-7

2,4-dichloro-1,5-dinitrobenzene

2-amino-2-deoxyglucose
3416-24-8

2-amino-2-deoxyglucose

2-(5-chloro-2,4-dinitro-anilino)-2-deoxy-D-glucose

2-(5-chloro-2,4-dinitro-anilino)-2-deoxy-D-glucose

Conditions
ConditionsYield
With ethanol
2-amino-2-deoxyglucose
3416-24-8

2-amino-2-deoxyglucose

CYANAMID
420-04-2

CYANAMID

A

(R)-1-((3aS)-2-amino-6c-hydroxy-(3ar,6ac)-3a,5,6,6a-tetrahydro-1H-furo[2,3-d]imidazol-5c-yl)-ethane-1,2-diol
46318-31-4

(R)-1-((3aS)-2-amino-6c-hydroxy-(3ar,6ac)-3a,5,6,6a-tetrahydro-1H-furo[2,3-d]imidazol-5c-yl)-ethane-1,2-diol

B

D-(1R)-1-(2-amino-1(3)H-imidazol-4-yl)-erythritol
46292-62-0

D-(1R)-1-(2-amino-1(3)H-imidazol-4-yl)-erythritol

Conditions
ConditionsYield
With aqueous solution of pH 7
2-amino-2-deoxyglucose
3416-24-8

2-amino-2-deoxyglucose

hydrazinecarbodithioic acid methyl ester
5397-03-5

hydrazinecarbodithioic acid methyl ester

2-(N'-methylsulfanylthiocarbonyl-hydrazino)-2-deoxy-D-glucose-(methylsulfanylthiocarbonyl-hydrazone)

2-(N'-methylsulfanylthiocarbonyl-hydrazino)-2-deoxy-D-glucose-(methylsulfanylthiocarbonyl-hydrazone)

2-amino-2-deoxyglucose
3416-24-8

2-amino-2-deoxyglucose

S-ethyl-dithiocarbazate
14803-66-8

S-ethyl-dithiocarbazate

2-(N'-ethylsulfanylthiocarbonyl-hydrazino)-2-deoxy-D-glucose-(ethylsulfanylthiocarbonyl-hydrazone)

2-(N'-ethylsulfanylthiocarbonyl-hydrazino)-2-deoxy-D-glucose-(ethylsulfanylthiocarbonyl-hydrazone)

Glucosamine Chemical Properties

Molecular Structure of Glucosamine (CAS NO.3416-24-8):

IUPAC Name: 3-amino-6-(hydroxymethyl)oxane-2,4,5-triol
Empirical Formula: C6H13NO5
Molecular Weight: 179.1711
H bond acceptors: 6
H bond donors: 6
Freely Rotating Bonds: 6
Polar Surface Area: 49.39Å2
Index of Refraction: 1.6
Molar Refractivity: 39.21 cm3
Molar Volume: 114.5 cm3
Surface Tension: 73.8 dyne/cm
Density: 1.563 g/cm3
Flash Point: 225.9 °C
Enthalpy of Vaporization: 81.76 kJ/mol
Boiling Point: 449.9 °C at 760 mmHg
Vapour Pressure: 5.53E-10 mmHg at 25°C
EINECS: 222-311-2
Classification Code: Mutation data; Pharmaceutic aid
InChI
InChI=1/C6H13NO5/c7-3-5(10)4(9)2(1-8)12-6(3)11/h2-6,8-11H,1,7H2/t2?,3-,4+,5-,6+/m1/s1
Smiles
O1[C@@H]([C@@H]([C@@H]([C@H](N)[C@H]1O)O)O)CO

Glucosamine Specification

  Glucosamine , with CAS number of 3416-24-8, can be called 2-Amino-2-deoxy-D-glucopyranose ; 2-Amino-2-deoxy-D-glucose ; 2-Amino-2-deoxyglucose ; 2-Aminoglucose ; 2-Deoxy-2-amino-D-glucose ; 2-Deoxy-2-aminoglucose ; Chitosamine ; D-Glucosamine .

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