octyl (2,3,4,6-tetra-O-acetyl)-β-D-glucopyranoside
n-octyl β-D-glucopyranoside
Conditions | Yield |
---|---|
With sodium methylate In methanol at 20℃; for 3h; Zemplen reaction; | 100% |
With sodium methylate In methanol for 2h; Ambient temperature; | 99% |
With sodium methylate In methanol at 20℃; Inert atmosphere; | 91% |
Conditions | Yield |
---|---|
With citrate buffer; Aerosol-OT; β-glucosidase In octane at 20℃; for 120h; pH=5.5; | 40% |
With almond meal In water at 50℃; for 168h; Thermodynamic data; Equilibrium constant; Enzymatic reaction; | 4.05% |
With almond meal cross-linked with glutaraldehyde In water at 50℃; for 168h; Equilibrium constant; Enzymatic reaction; |
D-Glucose
octanol
A
octyl alpha-D-glucopyranoside
B
n-octyl β-D-glucopyranoside
Conditions | Yield |
---|---|
With sulfuric acid In 1,4-dioxane Yields of byproduct given; | A 30% B n/a |
With boron trifluoride diethyl etherate In tetrahydrofuran for 55h; Ambient temperature; Yield given. Yields of byproduct given; | |
With acetyl chloride at 120℃; for 0.333333h; microwave irradiation; |
Conditions | Yield |
---|---|
With immobilized β-glucosidase G 0395 from almonds (EC 3.2.1.21) In water at 20℃; for 144h; | 18% |
With almond β-glucosidase immobilised with ENTP-4000 In water at 50℃; for 96h; | 8.2% |
In water; acetonitrile at 40℃; for 72h; 90percent CH3CN, almond β-D-glucosidase; Yield given; | |
With almond β-D-glycosidase immobilized on Amberlite XAD-4; sodium chloride In acetonitrile at 50℃; Kinetics; Further Variations:; Solvents; Reaction partners; Enzymatic reaction; | |
With almond β-glucosidase immobilized on Amberlite XAD-4; barium(II) chloride In N,N-dimethyl-formamide at 50℃; Enzymatic reaction; |
Conditions | Yield |
---|---|
With Amberlite IR-120 (H+) resin for 0.133333h; Microwave irradiation; | 15% |
With β-glucosidase immobilized on polyamine microspheres In aq. phosphate buffer; tert-butyl alcohol at 50℃; for 48h; pH=6; Catalytic behavior; Kinetics; Concentration; Reagent/catalyst; Solvent; Enzymatic reaction; | |
With recombinant β-glucosidase from Microcerotermes annandalei In aq. phosphate buffer at 30℃; for 144h; |
Cellobiose
octanol
A
D-Glucose
B
n-octyl β-D-glucopyranoside
Conditions | Yield |
---|---|
With almond β-glucosidase In acetate buffer; acetonitrile at 50℃; for 72h; pH=4.4; | A n/a B 14.4% |
Conditions | Yield |
---|---|
With phosphate buffer; lactase from Kluyveromyces lactis In nitrobenzene at 50℃; for 1h; | 13% |
octanol
butyl-α-D-glucopyranoside
A
D-glucose
B
octyl alpha-D-glucopyranoside
C
levoglucosan
E
n-octyl β-D-glucopyranoside
Conditions | Yield |
---|---|
With Amberlyst 15DRY at 110℃; for 24h; Sealed vial; Ionic liquid; | A 15 %Chromat. B 38 %Chromat. C 10% D 6% E 21 %Chromat. |
Conditions | Yield |
---|---|
With phosphate buffer; β-glucosidase at 30℃; for 17h; pH=5; | 2% |
With water; almond β-glucosidase In acetate buffer; N,N-dimethyl-formamide at 50℃; pH=5.0; Kinetics; Further Variations:; Solvents; enzyme immobilized on Celite R640<*>; |
Cellobiose
octanol
n-octyl β-D-glucopyranoside
Conditions | Yield |
---|---|
In water at 30℃; for 48h; β-glucosidase from Trichoderma viride; Yield given; |
D-Glucose
octanol
A
octyl alpha-D-glucopyranoside
D
n-octyl β-D-glucopyranoside
Conditions | Yield |
---|---|
With iron(III) chloride In tetrahydrofuran for 24h; Product distribution; Ambient temperature; various solvents and promoters investigated; | |
With H+ ion exchanged zeolite Y at 130℃; Reagent/catalyst; |
n-octyl α-D-glucopyranosyl-(1->4)-β-D-glucopyranoside
F
n-octyl β-D-glucopyranoside
Conditions | Yield |
---|---|
With sodium bromate; phosphate buffer; Ru(azpy)2(H2O)22+ at 60℃; Product distribution; Mechanism; other pH: 3, 4.5, 8.5, 10; |
n-octyl β-D-glucopyranoside
Conditions | Yield |
---|---|
With methanol; sodium methylate | |
With methanol; barium methoxide |
octyl 3,4,6-tri-O-benzyl-β-D-glucopyranoside
n-octyl β-D-glucopyranoside
Conditions | Yield |
---|---|
With hydrogen; palladium on activated charcoal at 20℃; |
A
1,3-bis-[[(6-amino-pyridin-2-yl)amino]carbonyl]benzene
B
n-octyl β-D-glucopyranoside
Conditions | Yield |
---|---|
In chloroform-d1 at 24.85℃; Equilibrium constant; |
A
1,3-bis-[[(6-amino-pyridin-2-yl)amino]carbonyl]benzene
B
n-octyl β-D-glucopyranoside
Conditions | Yield |
---|---|
In chloroform-d1 at 24.85℃; Equilibrium constant; |
A
n-octyl β-D-glucopyranoside
Conditions | Yield |
---|---|
In chloroform-d1 at 24.85℃; Equilibrium constant; |
A
n-octyl β-D-glucopyranoside
B
N,N',N''-tris(6-ethylpyridin-2-yl)benzene-1,3,5-tricarbonamide
Conditions | Yield |
---|---|
In chloroform-d1 at 24.85℃; Equilibrium constant; |
A
n-octyl β-D-glucopyranoside
B
1,3,5-tris[(4,6-dimethylpyridin-2-yl)aminomethyl]-2,4,6-trimethylbenzene
Conditions | Yield |
---|---|
In chloroform-d1 at 24.85℃; Equilibrium constant; |
A
n-octyl β-D-glucopyranoside
B
1,3,5-tris[(4,6-dimethylpyridin-2-yl)aminomethyl]-2,4,6-trimethylbenzene
Conditions | Yield |
---|---|
In chloroform-d1 at 24.85℃; Equilibrium constant; |
A
n-octyl β-D-glucopyranoside
Conditions | Yield |
---|---|
In chloroform-d1 at 24.85℃; Equilibrium constant; |
A
n-octyl β-D-glucopyranoside
B
1,3,5-tris[(6-aminopyridin-2-yl)aminomethyl]-2,4,6-triethylbenzene
Conditions | Yield |
---|---|
In chloroform-d1 at 24.85℃; Equilibrium constant; |
A
n-octyl β-D-glucopyranoside
B
1,3,5-tris[(6-aminopyridin-2-yl)aminomethyl]-2,4,6-triethylbenzene
Conditions | Yield |
---|---|
In chloroform-d1 at 24.85℃; Equilibrium constant; |
A
n-octyl β-D-glucopyranoside
B
1,3,5-tris-[(4,6-dimethyl-pyridin-2-yl)-aminomethyl]-2,4,6-triethylbenzene
Conditions | Yield |
---|---|
In chloroform-d1 at 24.85℃; Equilibrium constant; |
A
n-octyl β-D-glucopyranoside
B
1,3,5-tris-[(4,6-dimethyl-pyridin-2-yl)-aminomethyl]-2,4,6-triethylbenzene
Conditions | Yield |
---|---|
In chloroform-d1 at 24.85℃; Equilibrium constant; |
A
n-octyl β-D-glucopyranoside
B
2-[3,5-bis[(4,6-dimethylpyridin-2-ylcarbamoyl)methyl]-2,4,6-trimethylphenyl]-N-(4,6-dimethylpyridin-2-yl)acetamide
Conditions | Yield |
---|---|
In chloroform-d1 at 24.85℃; Equilibrium constant; |
benzoyl chloride
n-octyl β-D-glucopyranoside
octyl 4-O-benzoyl-β-D-glucopyranoside
Conditions | Yield |
---|---|
With (2S,5S)-2,5-bis[[(2S)-3-(1H-indol-3-yl)-1-(octyloxy)-1-oxopropan-2-ylamino]carbonyl]-1-(pyridin-4-yl)pyrrolidine; N-ethyl-N,N-diisopropylamine; Trimethylacetic acid In chloroform at -20℃; for 0.25h; Catalytic behavior; Reagent/catalyst; | 87% |
benzoyl chloride
n-octyl β-D-glucopyranoside
Conditions | Yield |
---|---|
With pyridine; dmap at 0 - 20℃; for 12h; | 87% |
2,2-dimethoxy-propane
n-octyl β-D-glucopyranoside
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In N,N-dimethyl-formamide at 20℃; for 5h; | 83% |
N-Cbz-L-Phe
n-octyl β-D-glucopyranoside
octyl 4-O-((S)-2-benzyloxycarbonylamino-3-phenylpropanoyl)-β-D-glucopyranoside
Conditions | Yield |
---|---|
Stage #1: N-Cbz-L-Phe With pivaloyl chloride; N-ethyl-N,N-diisopropylamine In chloroform at 20℃; for 1h; Inert atmosphere; Stage #2: n-octyl β-D-glucopyranoside With 2,4,6-trimethyl-pyridine; (2S,5S)-2,5-bis[[(2S)-3-(1H-indol-3-yl)-1-(octyloxy)-1-oxopropan-2-ylamino]carbonyl]-1-(pyridin-4-yl)pyrrolidine In chloroform at -20℃; for 24h; Catalytic behavior; Reagent/catalyst; Inert atmosphere; regioselective reaction; | 82% |
2-Methylpropionic anhydride
n-octyl β-D-glucopyranoside
Conditions | Yield |
---|---|
Stage #1: n-octyl β-D-glucopyranoside With 2,4,6-trimethyl-pyridine; (2S,5S)-2,5-bis[[(2S)-3-(1H-indol-3-yl)-1-(octyloxy)-1-oxopropan-2-ylamino]carbonyl]-1-(pyridin-4-yl)pyrrolidine In chloroform; dimethyl sulfoxide at -20℃; Stage #2: 2-Methylpropionic anhydride In chloroform; dimethyl sulfoxide at -20℃; for 24h; Overall yield = 63 %; regioselective reaction; | A 78% B n/a C n/a D n/a |
2-Methylpropionic anhydride
n-octyl β-D-glucopyranoside
Conditions | Yield |
---|---|
Stage #1: n-octyl β-D-glucopyranoside With 2,4,6-trimethyl-pyridine; (2S,5S)-2,5-bis[[(2S)-3-(1H-indol-3-yl)-1-(octyloxy)-1-oxopropan-2-ylamino]carbonyl]-1-(pyridin-4-yl)pyrrolidine In chloroform; dimethyl sulfoxide at -20℃; Stage #2: 2-Methylpropionic anhydride In chloroform; dimethyl sulfoxide at -20℃; for 24h; Overall yield = 67 %; regioselective reaction; | A 78% B n/a C n/a |
n-octyl β-D-glucopyranoside
Conditions | Yield |
---|---|
With 2,5-Diisopropylphenol; oxygen In acetonitrile at 60℃; under 760.051 Torr; chemoselective reaction; | 74% |
1,2-anhydro-3,4,6-tri-O-benzyl-D-galactopyranose
n-octyl β-D-glucopyranoside
Conditions | Yield |
---|---|
With 4-nitrophenylboronic acid In acetonitrile at -20℃; for 24h; Inert atmosphere; regioselective reaction; | 71% |
1,2-anhydro-3,4,6-tri-O-benzyl-β-D-mannopyranose
n-octyl β-D-glucopyranoside
Conditions | Yield |
---|---|
With 4-nitrophenylboronic acid; water In acetonitrile at 20℃; for 22h; Inert atmosphere; regioselective reaction; | A 1% B 70% |
acetic anhydride
p-toluenesulfonyl chloride
n-octyl β-D-glucopyranoside
octyl 2,3,4-tri-O-acetyl-6-O-tosyl-β-D-glucopyranoside
Conditions | Yield |
---|---|
Stage #1: p-toluenesulfonyl chloride; n-octyl β-D-glucopyranoside With pyridine at -5℃; Stage #2: acetic anhydride at 0 - 23℃; for 5h; | 68% |
Stage #1: p-toluenesulfonyl chloride; n-octyl β-D-glucopyranoside With pyridine at -5℃; Stage #2: acetic anhydride at 0 - 20℃; for 5h; | 68% |
Conditions | Yield |
---|---|
With dmap In dichloromethane at 20℃; for 4h; Inert atmosphere; | 67% |
N-(benzyloxycarbonyl)-L-phenylalanine benzyl ester
n-octyl β-D-glucopyranoside
Conditions | Yield |
---|---|
With subtilisin-CLEC In acetonitrile at 40℃; for 144h; | 65% |
Product Name: beta-D-Glucopyranoside, octyl (CAS NO.29836-26-8)
Molecular Formula: C14H28O6
Molecular Weight: 292.37g/mol
Mol File: 29836-26-8.mol
EINECS: 249-887-8
Appearance: white crystalline powder and chunks
Index of Refraction: 1.515
Molar Refractivity: 74.33 cm3
Molar Volume: 246.2 cm3
Surface Tension: 51.5 dyne/cm
Density: 1.18 g/cm3
Flash Point: 228.4 °C
Enthalpy of Vaporization: 82.32 kJ/mol
Boiling Point: 454.1 °C at 760 mmHg
Vapour Pressure: 3.72E-10 mmHg at 25°C
XLogP3-AA: 1.4
H-Bond Donor: 4
H-Bond Acceptor: 6
Structure Descriptors of beta-D-Glucopyranoside, octyl (CAS NO.29836-26-8):
IUPAC Name: (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-octoxyoxane-3,4,5-triol
Canonical SMILES: CCCCCCCCOC1C(C(C(C(O1)CO)O)O)O
Isomeric SMILES: CCCCCCCCO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O
InChI: InChI=1S/C14H28O6/c1-2-3-4-5-6-7-8-19-14-13(18)12(17)11(16)10(9-15)20-14/h10-18H,2-9H2,1H3/t10-,11-,12+,13-,14-/m1/s1
InChIKey: HEGSGKPQLMEBJL-RKQHYHRCSA-N
Product Categories: Biochemistry; Glucose; Glycosides; Sugars; Nonionic Surfactants (for Biochemistry); Surfactants (for Biochemistry)
Safety Information of beta-D-Glucopyranoside, octyl (CAS NO.29836-26-8):
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 24/25
S24/25:Avoid contact with skin and eyes.
WGK Germany: 3
beta-D-Glucopyranoside, octyl , its CAS NO. is 29836-26-8, the synonyms are Octyl-beta-D-glucoside ; 1-O-Octyl-beta-D-glucopyranoside .
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