Conditions | Yield |
---|---|
With sulfuric acid In water at 110℃; for 24h; Reagent/catalyst; | 88% |
1-Desoxy-N-hydroxy-β-D-glucopyranosylamin
A
β-D-glucose
B
alpha-D-glucopyranose
C
ammonium 2-(β-D-glucopyranosyl)diazene-1-olate-2-oxide
D
(E)-D-glucose oxime
Conditions | Yield |
---|---|
Stage #1: 1-Desoxy-N-hydroxy-β-D-glucopyranosylamin With hydrogenchloride; sodium nitrite at 0℃; for 1h; Stage #2: With ammonium hydroxide Further stages. Further byproducts.; | A 15% B 6% C 65% D n/a |
Conditions | Yield |
---|---|
With hydrogenchloride In water at 85℃; for 2h; Kinetics; Solvent; Reagent/catalyst; Inert atmosphere; | A 57% B n/a |
Conditions | Yield |
---|---|
With hydrogenchloride In water at 20℃; for 0.5h; | A n/a B n/a C 37% D 41% |
urea
lactose
A
alpha-D-glucopyranose
B
β-D-galactopyranoside
C
Lactosylurea
D
Glucosylurea
Conditions | Yield |
---|---|
With phosphoric acid at 60℃; for 3h; Further byproducts given; | A n/a B n/a C 30% D n/a |
alpha-D-glucopyranose
Conditions | Yield |
---|---|
With triethylamine In water; acetonitrile at 80℃; pH=11; Kinetics; Temperature; Concentration; | 28% |
Conditions | Yield |
---|---|
With triethylamine In water; acetonitrile at 100℃; pH=11; Kinetics; Temperature; Concentration; | A 24% B 9% |
Conditions | Yield |
---|---|
With water durch Krystallisation in der Waerme unter vermindertem Druck; |
diazomethane
A
alpha-D-glucopyranose
B
3,4,5-trimethoxybenzoic acid methyl ester
dimethyl (S)-4,4',5,5',6,6'-hexamethoxydiphenoate
3-(2,3-Dimethoxy-5-methoxycarbonyl-phenoxy)-4,5,6,4',5',6'-hexamethoxy-biphenyl-2,2'-dicarboxylic acid dimethyl ester
Conditions | Yield |
---|---|
With sodium hydroxide 1.) MeOH, reflux, 2.5 h, 2.) ether, 30 min; Yield given. Multistep reaction; | |
With sodium hydroxide 1.) MeOH, reflux, 2.5 h, 2.) ether, 30 min; Yield given. Multistep reaction. Yields of byproduct given; |
diazomethane
A
alpha-D-glucopyranose
B
3,4,5-trihydroxybenzoic acid
C
tetramethylellagic acid
D
sanguisorbic acid dilactone heptamethyl ether
Conditions | Yield |
---|---|
With sulfuric acid 1.) reflux, 7.5 h, 2.) ether, overnight; Yield given. Multistep reaction. Yields of byproduct given; |
methanol
nonacosa-O-methylagrimoniin
A
alpha-D-glucopyranose
B
dimethyl penta-O-methyl-m-dehydrodigallate
dimethyl (S)-4,4',5,5',6,6'-hexamethoxydiphenoate
formaldehyd
A
D-Galactose
B
alpha-D-glucopyranose
C
β-D-mannose
D
XYLITOL
E
D-Ribose
F
glycerol
Conditions | Yield |
---|---|
With zeolite of type A under 1 Torr; for 144h; Product distribution; Irradiation; other objects of study: dependence of product distribution on time of irradiation; |
A
alpha-D-glucopyranose
B
D-(+)-maltose
C
Maltopentaose
D
Maltotetraose
Conditions | Yield |
---|---|
With sulfuric acid at 70℃; |
Conditions | Yield |
---|---|
In dimethylsulfoxide-d6; water-d2 at 0 - 90℃; Product distribution; +ΔF, (1)H NMR; | |
In water at 21℃; mutarotation, effect of phosphate concentration, effect of galactose; | |
With sodium perchlorate at 19.9℃; under 750.06 Torr; Rate constant; Equilibrium constant; var. pressure; |
Conditions | Yield |
---|---|
With trehalase; Tris-maleate buffer; sodium chloride at 37℃; Mechanism; | |
With pig kidney trehalase In water-d2 at 23℃; Product distribution; | |
With trehalase from honeybee In water at 35℃; for 0.0166667h; pH=6.0; Enzyme kinetics; Further Variations:; pH-values; Temperatures; Solvents; | |
With plutella xylostella_enterobacter cloacae trehalase; water Enzymatic reaction; |
2-phenylethyl-β-D-glucopyranoside
A
alpha-D-glucopyranose
B
2-phenylethanol
Conditions | Yield |
---|---|
With β-glucosidase |
(2R,3S,4S,5R,6S)-2-Hydroxymethyl-6-phenylsulfanyl-tetrahydro-pyran-3,4,5-triol
A
β-D-glucose
B
alpha-D-glucopyranose
C
levoglucosan
Conditions | Yield |
---|---|
With naphthalene-1,4-dicarbonitrile In acetonitrile for 72h; Product distribution; Mechanism; Irradiation; |
2-hydroxybenzyl alcohol-7-O-β-D-glucopyranoside
A
alpha-D-glucopyranose
B
salicylic alcohol
Conditions | Yield |
---|---|
With β-glucosidase |
β-D-glucopyranosyl fluoride
A
β-D-glucose
B
alpha-D-glucopyranose
Conditions | Yield |
---|---|
With water; Aspergillus niger α-glucosidase In water-d2 at 21℃; for 1.4h; Kinetics; inversion at anomer C; inhibition by maltotriose; |
Conditions | Yield |
---|---|
With water; Aspergillus niger α-glucosidase In water-d2 at 21℃; for 1.4h; Product distribution; | |
With pig kidney trehalase In water-d2 at 23℃; Product distribution; |
1F-deoxysucrose
A
alpha-D-glucopyranose
B
β-D-1-deoxy-fructofuranose
Conditions | Yield |
---|---|
With hydrogenchloride at 30 - 40℃; Rate constant; Kinetics; Thermodynamic data; Ea, ΔS(excit.); |
(2R,3S,4R,5R,6S)-4,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-dimethyl-silanyloxymethyl)-6-methoxy-3-trimethylsilanylethynyl-tetrahydro-pyran-3-ol
alpha-D-glucopyranose
Conditions | Yield |
---|---|
With hydrogen fluoride In acetonitrile Ambient temperature; |
A
alpha-D-glucopyranose
B
mycosporine glutaminol
C
mycosporin-2 open form
Conditions | Yield |
---|---|
With hydrogenchloride at 100℃; for 1.5h; |
A
alpha-D-glucopyranose
Conditions | Yield |
---|---|
With water; glucoamylase from Rhizopus niveus also the compound with two glucose units; |
A
alpha-D-glucopyranose
B
Trifluoro-methanesulfonate7-{3-[3-(4-hydroxy-phenyl)-thioureido]-benzoylamino}-10-prop-2-ynyl-1,2,3,4-tetrahydro-acridinium;
Conditions | Yield |
---|---|
With water; α-glucosidase from Saccharomyces sp |
C54H92O46
B
alpha-D-glucopyranose
C
D-(+)-maltose
D
Maltohexaose
E
Maltoheptose
F
maltoheptaose
Conditions | Yield |
---|---|
In water at 35℃; Rate constant; Product distribution; acetate buffer pH 5.5, barley alpha-amylase 1 or 2; |
Maltohexaose
B
alpha-D-glucopyranose
C
D-(+)-maltose
D
Maltoheptose
E
Maltopentaose
F
Maltotetraose
Conditions | Yield |
---|---|
In water at 35℃; Rate constant; Product distribution; acetate buffer pH 5.5, barley alpha-amylase 1 or 2; |
Maltoheptose
B
alpha-D-glucopyranose
C
D-(+)-maltose
D
Maltohexaose
E
Maltopentaose
F
Maltotetraose
Conditions | Yield |
---|---|
In water at 35℃; Rate constant; Product distribution; acetate buffer pH 5.5, barley alpha-amylase 1 or 2; |
maltoheptaose
A
alpha-D-glucopyranose
B
D-(+)-maltose
C
Maltohexaose
D
Maltoheptose
E
Maltopentaose
F
Maltotetraose
Conditions | Yield |
---|---|
In water at 35℃; Rate constant; Product distribution; acetate buffer pH 5.5, barley alpha-amylase 1 or 2; |
B
alpha-D-glucopyranose
C
D-(+)-maltose
Conditions | Yield |
---|---|
With sulfuric acid at 70℃; Rate constant; |
alpha-D-glucopyranose
acetic anhydride
D-glucose pentaacetate
Conditions | Yield |
---|---|
With pyridine at 20℃; for 16h; | 100% |
With erbium(III) chloride at 50℃; for 7h; | 99% |
With iodine at 20℃; for 1.5h; | 92% |
alpha-D-glucopyranose
vinyl myristate
6-O-tetradecanoyl-α-D-glucopyranoside
Conditions | Yield |
---|---|
With pyridine In tetrahydrofuran at 40 - 80℃; for 48h; Concentration; Enzymatic reaction; regioselective reaction; | 100% |
Conditions | Yield |
---|---|
With indium(III) triflate at 0℃; for 1h; Product distribution; Further Variations:; Reagents; reaction time; | 99% |
cerium triflate at 20℃; for 2.5h; | 98% |
With 4-methyl-morpholine; dmap In dichloromethane at 0 - 5℃; for 2h; Reagent/catalyst; | 97.1% |
alpha-D-glucopyranose
Acetyl bromide
acetic anhydride
acetic acid
2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide
Conditions | Yield |
---|---|
With perchloric acid In methanol at 20℃; for 2h; | 99% |
alpha-D-glucopyranose
2,2,6-trimethyl-4H-1,3-dioxin-4-one
D-(+)-glucose pentaacetoacetate
Conditions | Yield |
---|---|
In xylene at 150℃; for 0.5h; | 98.5% |
alpha-D-glucopyranose
benzoyl chloride
1,2,3,4,6-penta-O-benzoyl-α-D-glucopyranose
Conditions | Yield |
---|---|
With pyridine In chloroform at -20℃; | 98% |
With pyridine at 20℃; for 8h; Inert atmosphere; | 97.4% |
With pyridine; dmap at 20℃; for 6h; | 96% |
Conditions | Yield |
---|---|
With water at 20℃; pH=4.5; Quantum yield; UV-irradiation; Inert atmosphere; | A n/a B 98% |
Conditions | Yield |
---|---|
With dihydrogen peroxide; iron(II) sulfate In water at 22.5℃; for 0.25h; Temperature; Reagent/catalyst; Irradiation; Green chemistry; | 97% |
With carbon dioxide; bromine; barium carbonate ueber das δ-Lacton; | |
With chromium (VI); pyridinium p-toluenesulfonate In acidic aq. solution at 30℃; Kinetics; Oxidation; |
chloro-trimethyl-silane
alpha-D-glucopyranose
1,2,3,4,6-penta-O-trimethylsilyl-α-D-glucopyranose
Conditions | Yield |
---|---|
With triethylamine In N,N-dimethyl-formamide at 0 - 20℃; for 4h; | 97% |
Conditions | Yield |
---|---|
With acetic anhydride at 90℃; for 1.5h; | 96.2% |
Conditions | Yield |
---|---|
With Dowex 50W Methylation; Heating; | 96% |
With thionyl chloride for 144h; Reflux; | |
With Amberlite IR-120 at 65℃; for 24h; Reflux; | |
With acetyl chloride at 0℃; for 120h; Reflux; Inert atmosphere; |
alpha-D-glucopyranose
3,4,5-tris(benzyloxy)benzoyl chloride
1,2,3,4,6-pentakis-O-(3’,4’,5’-tribenzyloxybenzoyl)-α-D-glucopyranose
Conditions | Yield |
---|---|
With dmap In acetonitrile at 20℃; for 48h; | 96% |
With dmap In acetonitrile at 20℃; for 18h; |
alpha-D-glucopyranose
sodium acetate
acetic anhydride
α/β‐L‐glucopyranosyl‐1,2,3,4,5‐pentaacetate
Conditions | Yield |
---|---|
at -15℃; for 0.333333h; Milling; | 95.4% |
alpha-D-glucopyranose
n-decanoyl chloride
1,2,3,4,6-penta-O-decanoyl-α-D-glucopyranose
Conditions | Yield |
---|---|
With pyridine In chloroform at 80℃; for 11h; | 95% |
alpha-D-glucopyranose
benzoyl chloride
1,2,3,4,6-penta-O-benzoyl-D-glucopyranoside
Conditions | Yield |
---|---|
With pyridine In chloroform at 60 - 70℃; for 1h; | 95% |
alpha-D-glucopyranose
propionic acid anhydride
1,2,3,4,6-penta-O-propionyl-α-D-glucopyranose
Conditions | Yield |
---|---|
With Cl(1-)*C5H14NO(1+)*3ZnCl2 In neat (no solvent) at 20℃; for 1.66667h; Green chemistry; | 94% |
alpha-D-glucopyranose
O-octanoyl acetoxime
6-O-octanoyl-α-D-glucopyranose
Conditions | Yield |
---|---|
In various solvent(s) at 40℃; lipase Amano PS; | 93% |
Conditions | Yield |
---|---|
With sodium acetate for 0.0833333h; Reflux; | 93% |
Conditions | Yield |
---|---|
With acetic acid In ethanol; water at 4℃; for 1h; Inert atmosphere; | 93% |
Conditions | Yield |
---|---|
With sodium acetate at 100 - 130℃; under 760.051 Torr; for 4h; Large scale; | 92.5% |
Conditions | Yield |
---|---|
With pyridine; dmap; dicyclohexyl-carbodiimide at 20℃; | 92% |
Conditions | Yield |
---|---|
With di-isopropyl azodicarboxylate; triphenylphosphine In 1,4-dioxane at 20℃; for 0.5h; Mitsunobu Displacement; Inert atmosphere; stereoselective reaction; | 92% |
Conditions | Yield |
---|---|
In ethanol at 60 - 65℃; for 0.333333h; | 91.8% |
alpha-D-glucopyranose
acetone oxime decanoate
6-O-Octanoyl-α-D-glucopyranose
Conditions | Yield |
---|---|
In various solvent(s) at 40℃; lipase Amano PS; | 91% |
alpha-D-glucopyranose
acetic anhydride
2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide
Conditions | Yield |
---|---|
Stage #1: alpha-D-glucopyranose; acetic anhydride With perchloric acid at 30 - 40℃; for 1h; Stage #2: With phosphorus; bromine at 20℃; Cooling with ice; Stage #3: With water at 20℃; for 3.16667h; | 90% |
With hydrogen bromide; acetic acid at 20℃; for 11h; | 89% |
With hydrogen bromide; acetic acid at 20℃; for 11h; | 85.88% |
alpha-D-glucopyranose
trifluoroacetic anhydride
1,2,3,4,6-penta-O-trifluoroacetyl-α-D-glucopyranose
Conditions | Yield |
---|---|
With pyridine at 20 - 25℃; for 3h; | 90% |
Conditions | Yield |
---|---|
With pyridine; dmap; dicyclohexyl-carbodiimide at 20℃; | 90% |
Conditions | Yield |
---|---|
With pyridine; dmap; dicyclohexyl-carbodiimide at 20℃; | 89% |
Conditions | Yield |
---|---|
Stage #1: alpha-D-glucopyranose In water Pyrolysis; Stage #2: With 5% active carbon-supported ruthenium; hydrogen at 80℃; under 67506.8 Torr; for 6h; Pressure; Autoclave; | 88.8% |
With 1% Ru/SiO2; hydrogen In water at 195℃; under 22502.3 - 63756.4 Torr; Inert atmosphere; |
Conditions | Yield |
---|---|
With pyridine; dmap In dichloromethane at 0 - 20℃; for 20.5h; Inert atmosphere; | 88.3% |
This chemical is called α-D-glucopyranose, and its CAS registry number is 492-62-6. With the molecular formula of C6H12O6, its molecular weight is 180.16. Additionally, its product categories are Biochemicals and Reagents; Bio Ultra Biochemicals and Reagents; Bio Ultra Molecular Biology; Carbohydrates; Molecular Biology Reagents; Monosaccharide.
Other characteristics of the α-D-glucopyranose can be summarised as followings: (1)ACD/BCF (pH 5.5): 1; (2)ACD/BCF (pH 7.4): 1; (3)ACD/KOC (pH 5.5): 1.053; (4)ACD/KOC (pH 7.4): 1.053; (5)#H bond acceptors: 6; (6)#H bond donors: 5; (7)#Freely Rotating Bonds: 6; (8)Polar Surface Area: 110.38 Å2; (9)Index of Refraction: 1.635; (10)Molar Refractivity: 37.254 cm3; (11)Molar Volume: 104.015 cm3; (12)Polarizability: 14.769×10-24cm3; (13)Surface Tension: 81.751 dyne/cm; (14)Density: 1.732 g/cm3; (15)Flash Point: 202.243 °C; (16)Enthalpy of Vaporization: 76.626 kJ/mol; (17)Boiling Point: 410.797 °C at 760 mmHg; (18)Vapour Pressure: 0 mmHg at 25°C.
Uses of this chemical: The α-D-glucopyranose could react with octan-1-ol, and obtain the octyl a-D-glucopyranoside. This reaction needs the reagent of aq. HCl. The yield is 40 %. In addition, this reaction should be taken for 3 days at the temperature of 50 °C.
When you are using this chemical, please be cautious about it as the following: This chemical is irritating to eyes, respiratory system and skin. You should wear suitable protective clothing if you use it. In case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.
You can still convert the following datas into molecular structure:
1.SMILES: C([C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)O)O)O)O)O
2.InChI: InChI=1/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3-,4+,5-,6+/m1/s1
3.InChIKey: WQZGKKKJIJFFOK-DVKNGEFBBQ
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