Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In ethanol for 3h; | 99% |
With triethylamine In methanol; water |
sodium acetate
B
2-amino-2-deoxyglucose
C
2-acetamido-2-deoxy-D-glucose
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
Behandeln mit Carbonsaeuren; |
Conditions | Yield |
---|---|
With ammonia | |
With ammonium chloride; ammonia |
Conditions | Yield |
---|---|
With sulfuric acid at 100℃; for 1h; |
Conditions | Yield |
---|---|
at 100℃; |
hydrogenchloride
ethanol
D-glucosaminic acid
2-amino-2-deoxyglucose
Conditions | Yield |
---|---|
und darauffolgende Reduktion mit Natriumamalgam; |
2-amino-2-deoxyglucose
Conditions | Yield |
---|---|
With hydrogenchloride; palladium Hydrogenation; |
2-amino-2-deoxyglucose
Conditions | Yield |
---|---|
durch Spaltung; | |
With hydrogenchloride |
2-amino-2-deoxyglucose
Conditions | Yield |
---|---|
With hydrogenchloride |
2-amino-2-deoxyglucose
2-amino-2-deoxyglucose
Conditions | Yield |
---|---|
With hydrogenchloride; ethanol anschliessend Behandeln mit Natriumamalgam und Schwefelsaeure; |
2-amino-2-deoxyglucose
2-amino-2-deoxyglucose
2-amino-2-deoxyglucose
Conditions | Yield |
---|---|
With acid |
2-amino-2-deoxyglucose
2-amino-2-deoxyglucose
Conditions | Yield |
---|---|
With hydrogenchloride Hydrolysis; |
2-amino-2-deoxyglucose
Conditions | Yield |
---|---|
Hydrolysis.aus Ascites-Fluessigkeit; |
2-amino-2-deoxyglucose
Conditions | Yield |
---|---|
Hydrolysis; |
2-amino-2-deoxyglucose
2-amino-2-deoxyglucose
Conditions | Yield |
---|---|
With acid |
2-amino-2-deoxyglucose
Conditions | Yield |
---|---|
With acid |
2-amino-2-deoxyglucose
Conditions | Yield |
---|---|
With acid Bildet sich besonders aus Glykoproteiden: so aus den Mucinen des Sputums und der Submaxillardruese; | |
durch Spaltung; |
2-amino-2-deoxyglucose
Conditions | Yield |
---|---|
With acid |
2-amino-2-deoxyglucose
Conditions | Yield |
---|---|
With alkali |
2-amino-2-deoxyglucose
2-amino-2-deoxyglucose
Conditions | Yield |
---|---|
With acid |
2-amino-2-deoxyglucose
Conditions | Yield |
---|---|
With hydrogenchloride |
2-amino-2-deoxyglucose
Conditions | Yield |
---|---|
With hydrogenchloride |
Conditions | Yield |
---|---|
In methanol at 20℃; for 7h; | 99.61% |
1.3-propanedithiol
2-amino-2-deoxyglucose
2-amino-2-deoxy-D-glucose propane-1,3-diyldithioacetal hydrochloride
Conditions | Yield |
---|---|
With hydrogenchloride 1.) 0 degC, 2 h, 2.) 60 degC, 12 h; | 92% |
2-amino-2-deoxyglucose
(fluorenylmethoxy)carbonyl chloride
acetic anhydride
Acetic acid (3R,4R,5S,6R)-2,5-diacetoxy-6-acetoxymethyl-3-(9H-fluoren-9-ylmethoxycarbonylamino)-tetrahydro-pyran-4-yl ester
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
In water at 20℃; | 90.57% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
In water at 50℃; | 85% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
With dicarbonate In water; dimethyl sulfoxide at 20℃; for 5h; pH=9; | 83% |
Conditions | Yield |
---|---|
In methanol at 0 - 20℃; for 24h; | 80% |
5-methylbenzofuran-2-carboxylic acid
2-amino-2-deoxyglucose
Conditions | Yield |
---|---|
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
5-fluorobenzofuran-2-carboxylic acid
Conditions | Yield |
---|---|
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
2-amino-2-deoxyglucose
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
In water at 50℃; | 70% |
Conditions | Yield |
---|---|
With pyridine at 90℃; for 3h; | 68% |
6-methoxybenzofuran-2-carboxylic acid
2-amino-2-deoxyglucose
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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
2-amino-2-deoxyglucose
butanoic acid anhydride
2-amino-2-deoxyglucose
N-butyryl α-glucosamine
Conditions | Yield |
---|---|
With methanol |
formic acid
2-amino-2-deoxyglucose
2-deoxy-2-formamido-β-D-glucopyranose
Conditions | Yield |
---|---|
With acetic anhydride |
3-bromobenzoyl chloride
2-amino-2-deoxyglucose
2-(3-bromo-benzoylamino)-2-deoxy-D-glucose
Conditions | Yield |
---|---|
With ethanol |
2-amino-2-deoxyglucose
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
B
D-(1R)-1-(2-amino-1(3)H-imidazol-4-yl)-erythritol
Conditions | Yield |
---|---|
With aqueous solution of pH 7 |
2-amino-2-deoxyglucose
S-ethyl-dithiocarbazate
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 , 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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