Product Name

  • Name

    Octyl-beta-D-glucopyranoside

  • EINECS 249-887-8
  • CAS No. 29836-26-8
  • Article Data51
  • CAS DataBase
  • Density 1.18 g/cm3
  • Solubility 3 g/10 mL in water
  • Melting Point 105 °C
  • Formula C14H28O6
  • Boiling Point 454.1 °C at 760 mmHg
  • Molecular Weight 292.373
  • Flash Point 228.4 °C
  • Transport Information
  • Appearance
  • Safety 24/25
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 29836-26-8 (Octyl-beta-D-glucopyranoside)
  • Hazard Symbols
  • Synonyms Glucopyranoside,octyl, b-D- (8CI);1-O-Octyl-b-D-glucopyranose;1-O-Octyl-b-D-glucopyranoside;1-O-n-Octyl-b-D-glucopyranoside;1-Octyl b-D-glucopyranoside;1-Octyl b-D-glucoside;1-n-Octyl b-D-glucopyranoside;BTB 11967;Octyl glucoside;Octyl b-D-glucoside;Octyl b-D-glycopyranoside;Octyl b-glucopyranoside;n-Octyl b-D-glucopyranoside;n-Octyl b-D-glucoside;b-D-Octyl glucoside;b-Octyl monoglucoside;
  • PSA 99.38000
  • LogP 0.16340

Synthetic route

octyl (2,3,4,6-tetra-O-acetyl)-β-D-glucopyranoside
38954-67-5

octyl (2,3,4,6-tetra-O-acetyl)-β-D-glucopyranoside

n-octyl β-D-glucopyranoside
29836-26-8

n-octyl β-D-glucopyranoside

Conditions
ConditionsYield
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%
β-D-glucose
492-61-5

β-D-glucose

octanol
111-87-5

octanol

n-octyl β-D-glucopyranoside
29836-26-8

n-octyl β-D-glucopyranoside

Conditions
ConditionsYield
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
2280-44-6

D-Glucose

octanol
111-87-5

octanol

A

octyl alpha-D-glucopyranoside
29781-80-4

octyl alpha-D-glucopyranoside

B

n-octyl β-D-glucopyranoside
29836-26-8

n-octyl β-D-glucopyranoside

Conditions
ConditionsYield
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;
D-Glucose
2280-44-6

D-Glucose

octanol
111-87-5

octanol

n-octyl β-D-glucopyranoside
29836-26-8

n-octyl β-D-glucopyranoside

Conditions
ConditionsYield
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;
octanol
111-87-5

octanol

D-glucose
50-99-7

D-glucose

n-octyl β-D-glucopyranoside
29836-26-8

n-octyl β-D-glucopyranoside

Conditions
ConditionsYield
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;
octanol
111-87-5

octanol

phenyl-β-D-glucopyranoside
1464-44-4

phenyl-β-D-glucopyranoside

n-octyl β-D-glucopyranoside
29836-26-8

n-octyl β-D-glucopyranoside

Conditions
ConditionsYield
With phosphate buffer; lactase from Kluyveromyces lactis In nitrobenzene at 50℃; for 1h;13%
octanol
111-87-5

octanol

A

D-glucose
50-99-7

D-glucose

B

octyl alpha-D-glucopyranoside
29781-80-4

octyl alpha-D-glucopyranoside

C

levoglucosan
498-07-7

levoglucosan

D

butyl-D-glucofuranoside

butyl-D-glucofuranoside

E

n-octyl β-D-glucopyranoside
29836-26-8

n-octyl β-D-glucopyranoside

Conditions
ConditionsYield
With Amberlyst 15DRY at 110℃; for 24h; Sealed vial; Ionic liquid;A 15 %Chromat.
B 38 %Chromat.
C 10%
D 6%
E 21 %Chromat.
octanol
111-87-5

octanol

4-nitrophenyl-β-D-glucoside
2492-87-7

4-nitrophenyl-β-D-glucoside

n-octyl β-D-glucopyranoside
29836-26-8

n-octyl β-D-glucopyranoside

Conditions
ConditionsYield
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<*>;
D-Glucose
2280-44-6

D-Glucose

octanol
111-87-5

octanol

A

octyl alpha-D-glucopyranoside
29781-80-4

octyl alpha-D-glucopyranoside

B

Octyl-β-D-glucofuranoside

Octyl-β-D-glucofuranoside

C

n-octyl α-D-glucofuranoside

n-octyl α-D-glucofuranoside

D

n-octyl β-D-glucopyranoside
29836-26-8

n-octyl β-D-glucopyranoside

Conditions
ConditionsYield
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
82494-08-4

n-octyl α-D-glucopyranosyl-(1->4)-β-D-glucopyranoside

A

(2S,3S,4R,5R,6R)-4,5-Dihydroxy-6-octyloxy-3-((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-carboxylic acid

(2S,3S,4R,5R,6R)-4,5-Dihydroxy-6-octyloxy-3-((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-carboxylic acid

B

(2S,3S,4S,5R,6S)-6-((2R,3S,4R,5R,6R)-4,5-Dihydroxy-2-hydroxymethyl-6-octyloxy-tetrahydro-pyran-3-yloxy)-3,4,5-trihydroxy-tetrahydro-pyran-2-carboxylic acid

(2S,3S,4S,5R,6S)-6-((2R,3S,4R,5R,6R)-4,5-Dihydroxy-2-hydroxymethyl-6-octyloxy-tetrahydro-pyran-3-yloxy)-3,4,5-trihydroxy-tetrahydro-pyran-2-carboxylic acid

C

(2R,3R)-3-[(R)-Carboxy-((2R,3S,4R,5R,6R)-4,5-dihydroxy-2-hydroxymethyl-6-octyloxy-tetrahydro-pyran-3-yloxy)-methoxy]-2,4-dihydroxy-butyric acid

(2R,3R)-3-[(R)-Carboxy-((2R,3S,4R,5R,6R)-4,5-dihydroxy-2-hydroxymethyl-6-octyloxy-tetrahydro-pyran-3-yloxy)-methoxy]-2,4-dihydroxy-butyric acid

D

C20H34O13

C20H34O13

E

(2R,3R)-3-((R)-Carboxy-octyloxy-methoxy)-2,4-dihydroxy-butyric acid

(2R,3R)-3-((R)-Carboxy-octyloxy-methoxy)-2,4-dihydroxy-butyric acid

F

n-octyl β-D-glucopyranoside
29836-26-8

n-octyl β-D-glucopyranoside

Conditions
ConditionsYield
With sodium bromate; phosphate buffer; Ru(azpy)2(H2O)22+ at 60℃; Product distribution; Mechanism; other pH: 3, 4.5, 8.5, 10;
octyl-O-acetyl-β-D-glucopyranoside>

octyl-O-acetyl-β-D-glucopyranoside>

n-octyl β-D-glucopyranoside
29836-26-8

n-octyl β-D-glucopyranoside

Conditions
ConditionsYield
With methanol; sodium methylate
With methanol; barium methoxide
octyl 3,4,6-tri-O-benzyl-β-D-glucopyranoside
185549-56-8

octyl 3,4,6-tri-O-benzyl-β-D-glucopyranoside

n-octyl β-D-glucopyranoside
29836-26-8

n-octyl β-D-glucopyranoside

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal at 20℃;
N,N'-Bis-(6-amino-pyridin-2-yl)-isophthalamide; compound with (2R,3S,4S,5R,6R)-2-hydroxymethyl-6-octyloxy-tetrahydro-pyran-3,4,5-triol

N,N'-Bis-(6-amino-pyridin-2-yl)-isophthalamide; compound with (2R,3S,4S,5R,6R)-2-hydroxymethyl-6-octyloxy-tetrahydro-pyran-3,4,5-triol

A

1,3-bis-[[(6-amino-pyridin-2-yl)amino]carbonyl]benzene
112817-57-9

1,3-bis-[[(6-amino-pyridin-2-yl)amino]carbonyl]benzene

B

n-octyl β-D-glucopyranoside
29836-26-8

n-octyl β-D-glucopyranoside

Conditions
ConditionsYield
In chloroform-d1 at 24.85℃; Equilibrium constant;
N,N'-Bis-(6-amino-pyridin-2-yl)-isophthalamide; compound with (2R,3S,4S,5R,6R)-2-hydroxymethyl-6-octyloxy-tetrahydro-pyran-3,4,5-triol

N,N'-Bis-(6-amino-pyridin-2-yl)-isophthalamide; compound with (2R,3S,4S,5R,6R)-2-hydroxymethyl-6-octyloxy-tetrahydro-pyran-3,4,5-triol

A

1,3-bis-[[(6-amino-pyridin-2-yl)amino]carbonyl]benzene
112817-57-9

1,3-bis-[[(6-amino-pyridin-2-yl)amino]carbonyl]benzene

B

n-octyl β-D-glucopyranoside
29836-26-8

n-octyl β-D-glucopyranoside

Conditions
ConditionsYield
In chloroform-d1 at 24.85℃; Equilibrium constant;
N-(6-Amino-pyridin-2-yl)-2-{3-[(6-amino-pyridin-2-ylcarbamoyl)-methoxy]-phenoxy}-acetamide; compound with (2R,3S,4S,5R,6R)-2-hydroxymethyl-6-octyloxy-tetrahydro-pyran-3,4,5-triol

N-(6-Amino-pyridin-2-yl)-2-{3-[(6-amino-pyridin-2-ylcarbamoyl)-methoxy]-phenoxy}-acetamide; compound with (2R,3S,4S,5R,6R)-2-hydroxymethyl-6-octyloxy-tetrahydro-pyran-3,4,5-triol

A

n-octyl β-D-glucopyranoside
29836-26-8

n-octyl β-D-glucopyranoside

B

1,3-bis-[[(6-amino-pyridin-2-yl)amino]carbonyl-methyloxy]benzene

1,3-bis-[[(6-amino-pyridin-2-yl)amino]carbonyl-methyloxy]benzene

Conditions
ConditionsYield
In chloroform-d1 at 24.85℃; Equilibrium constant;
Benzene-1,3,5-tricarboxylic acid tris-[(6-ethyl-pyridin-2-yl)-amide]; compound with (2R,3S,4S,5R,6R)-2-hydroxymethyl-6-octyloxy-tetrahydro-pyran-3,4,5-triol

Benzene-1,3,5-tricarboxylic acid tris-[(6-ethyl-pyridin-2-yl)-amide]; compound with (2R,3S,4S,5R,6R)-2-hydroxymethyl-6-octyloxy-tetrahydro-pyran-3,4,5-triol

A

n-octyl β-D-glucopyranoside
29836-26-8

n-octyl β-D-glucopyranoside

B

N,N',N''-tris(6-ethylpyridin-2-yl)benzene-1,3,5-tricarbonamide
797818-00-9

N,N',N''-tris(6-ethylpyridin-2-yl)benzene-1,3,5-tricarbonamide

Conditions
ConditionsYield
In chloroform-d1 at 24.85℃; Equilibrium constant;
C33H42N6*2C14H28O6

C33H42N6*2C14H28O6

A

n-octyl β-D-glucopyranoside
29836-26-8

n-octyl β-D-glucopyranoside

B

1,3,5-tris[(4,6-dimethylpyridin-2-yl)aminomethyl]-2,4,6-trimethylbenzene
485831-83-2

1,3,5-tris[(4,6-dimethylpyridin-2-yl)aminomethyl]-2,4,6-trimethylbenzene

Conditions
ConditionsYield
In chloroform-d1 at 24.85℃; Equilibrium constant;
C33H42N6*C14H28O6

C33H42N6*C14H28O6

A

n-octyl β-D-glucopyranoside
29836-26-8

n-octyl β-D-glucopyranoside

B

1,3,5-tris[(4,6-dimethylpyridin-2-yl)aminomethyl]-2,4,6-trimethylbenzene
485831-83-2

1,3,5-tris[(4,6-dimethylpyridin-2-yl)aminomethyl]-2,4,6-trimethylbenzene

Conditions
ConditionsYield
In chloroform-d1 at 24.85℃; Equilibrium constant;
{[3,5-Bis-(4,6-dimethyl-pyridin-2-ylcarbamoyl)-benzoyl]-ethoxycarbonylmethyl-amino}-acetic acid ethyl ester; compound with (2R,3S,4S,5R,6R)-2-hydroxymethyl-6-octyloxy-tetrahydro-pyran-3,4,5-triol

{[3,5-Bis-(4,6-dimethyl-pyridin-2-ylcarbamoyl)-benzoyl]-ethoxycarbonylmethyl-amino}-acetic acid ethyl ester; compound with (2R,3S,4S,5R,6R)-2-hydroxymethyl-6-octyloxy-tetrahydro-pyran-3,4,5-triol

A

n-octyl β-D-glucopyranoside
29836-26-8

n-octyl β-D-glucopyranoside

B

N-di(ethoxycarbonylmethyl)-N',N''-bis(4,6-dimethylpyridin-2-yl)benzene-1,3,5-tricarbonamide

N-di(ethoxycarbonylmethyl)-N',N''-bis(4,6-dimethylpyridin-2-yl)benzene-1,3,5-tricarbonamide

Conditions
ConditionsYield
In chloroform-d1 at 24.85℃; Equilibrium constant;
2C30H39N9*C14H28O6

2C30H39N9*C14H28O6

A

n-octyl β-D-glucopyranoside
29836-26-8

n-octyl β-D-glucopyranoside

B

1,3,5-tris[(6-aminopyridin-2-yl)aminomethyl]-2,4,6-triethylbenzene
797818-02-1

1,3,5-tris[(6-aminopyridin-2-yl)aminomethyl]-2,4,6-triethylbenzene

Conditions
ConditionsYield
In chloroform-d1 at 24.85℃; Equilibrium constant;
C30H39N9*C14H28O6

C30H39N9*C14H28O6

A

n-octyl β-D-glucopyranoside
29836-26-8

n-octyl β-D-glucopyranoside

B

1,3,5-tris[(6-aminopyridin-2-yl)aminomethyl]-2,4,6-triethylbenzene
797818-02-1

1,3,5-tris[(6-aminopyridin-2-yl)aminomethyl]-2,4,6-triethylbenzene

Conditions
ConditionsYield
In chloroform-d1 at 24.85℃; Equilibrium constant;
C36H48N6*C14H28O6

C36H48N6*C14H28O6

A

n-octyl β-D-glucopyranoside
29836-26-8

n-octyl β-D-glucopyranoside

B

1,3,5-tris-[(4,6-dimethyl-pyridin-2-yl)-aminomethyl]-2,4,6-triethylbenzene
797818-01-0

1,3,5-tris-[(4,6-dimethyl-pyridin-2-yl)-aminomethyl]-2,4,6-triethylbenzene

Conditions
ConditionsYield
In chloroform-d1 at 24.85℃; Equilibrium constant;
C36H48N6*2C14H28O6

C36H48N6*2C14H28O6

A

n-octyl β-D-glucopyranoside
29836-26-8

n-octyl β-D-glucopyranoside

B

1,3,5-tris-[(4,6-dimethyl-pyridin-2-yl)-aminomethyl]-2,4,6-triethylbenzene
797818-01-0

1,3,5-tris-[(4,6-dimethyl-pyridin-2-yl)-aminomethyl]-2,4,6-triethylbenzene

Conditions
ConditionsYield
In chloroform-d1 at 24.85℃; Equilibrium constant;
2-{3,5-Bis-[(4,6-dimethyl-pyridin-2-ylcarbamoyl)-methyl]-2,4,6-trimethyl-phenyl}-N-(4,6-dimethyl-pyridin-2-yl)-acetamide; compound with (2R,3S,4S,5R,6R)-2-hydroxymethyl-6-octyloxy-tetrahydro-pyran-3,4,5-triol

2-{3,5-Bis-[(4,6-dimethyl-pyridin-2-ylcarbamoyl)-methyl]-2,4,6-trimethyl-phenyl}-N-(4,6-dimethyl-pyridin-2-yl)-acetamide; compound with (2R,3S,4S,5R,6R)-2-hydroxymethyl-6-octyloxy-tetrahydro-pyran-3,4,5-triol

A

n-octyl β-D-glucopyranoside
29836-26-8

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
797818-03-2

2-[3,5-bis[(4,6-dimethylpyridin-2-ylcarbamoyl)methyl]-2,4,6-trimethylphenyl]-N-(4,6-dimethylpyridin-2-yl)acetamide

Conditions
ConditionsYield
In chloroform-d1 at 24.85℃; Equilibrium constant;
benzoyl chloride
98-88-4

benzoyl chloride

n-octyl β-D-glucopyranoside
29836-26-8

n-octyl β-D-glucopyranoside

octyl 4-O-benzoyl-β-D-glucopyranoside
1394172-54-3

octyl 4-O-benzoyl-β-D-glucopyranoside

Conditions
ConditionsYield
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
98-88-4

benzoyl chloride

n-octyl β-D-glucopyranoside
29836-26-8

n-octyl β-D-glucopyranoside

n-octyl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranoside

n-octyl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranoside

Conditions
ConditionsYield
With pyridine; dmap at 0 - 20℃; for 12h;87%
2,2-dimethoxy-propane
77-76-9

2,2-dimethoxy-propane

n-octyl β-D-glucopyranoside
29836-26-8

n-octyl β-D-glucopyranoside

n-octyl 4,6-O-isopropylidene-β-D-glucopyranoside

n-octyl 4,6-O-isopropylidene-β-D-glucopyranoside

Conditions
ConditionsYield
With toluene-4-sulfonic acid In N,N-dimethyl-formamide at 20℃; for 5h;83%
N-Cbz-L-Phe
1161-13-3

N-Cbz-L-Phe

n-octyl β-D-glucopyranoside
29836-26-8

n-octyl β-D-glucopyranoside

octyl 4-O-((S)-2-benzyloxycarbonylamino-3-phenylpropanoyl)-β-D-glucopyranoside
1194234-22-4

octyl 4-O-((S)-2-benzyloxycarbonylamino-3-phenylpropanoyl)-β-D-glucopyranoside

Conditions
ConditionsYield
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
97-72-3

2-Methylpropionic anhydride

n-octyl β-D-glucopyranoside
29836-26-8

n-octyl β-D-glucopyranoside

A

C18H34O8

C18H34O8

B

C18H34O8

C18H34O8

C

C18H34O8

C18H34O8

D

C18H34O8

C18H34O8

Conditions
ConditionsYield
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
97-72-3

2-Methylpropionic anhydride

n-octyl β-D-glucopyranoside
29836-26-8

n-octyl β-D-glucopyranoside

A

C18H34O8

C18H34O8

B

C18H34O8

C18H34O8

C

C18H34O8

C18H34O8

Conditions
ConditionsYield
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
29836-26-8

n-octyl β-D-glucopyranoside

C14H26O6

C14H26O6

Conditions
ConditionsYield
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
112289-38-0

1,2-anhydro-3,4,6-tri-O-benzyl-D-galactopyranose

n-octyl β-D-glucopyranoside
29836-26-8

n-octyl β-D-glucopyranoside

C41H56O11

C41H56O11

Conditions
ConditionsYield
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
74372-90-0, 112289-38-0, 135202-48-1, 148888-66-8, 71696-32-7

1,2-anhydro-3,4,6-tri-O-benzyl-β-D-mannopyranose

n-octyl β-D-glucopyranoside
29836-26-8

n-octyl β-D-glucopyranoside

A

C41H56O11

C41H56O11

B

C41H56O11

C41H56O11

Conditions
ConditionsYield
With 4-nitrophenylboronic acid; water In acetonitrile at 20℃; for 22h; Inert atmosphere; regioselective reaction;A 1%
B 70%
acetic anhydride
108-24-7

acetic anhydride

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

n-octyl β-D-glucopyranoside
29836-26-8

n-octyl β-D-glucopyranoside

octyl 2,3,4-tri-O-acetyl-6-O-tosyl-β-D-glucopyranoside
1435740-69-4

octyl 2,3,4-tri-O-acetyl-6-O-tosyl-β-D-glucopyranoside

Conditions
ConditionsYield
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%
C6H10IO3P

C6H10IO3P

n-octyl β-D-glucopyranoside
29836-26-8

n-octyl β-D-glucopyranoside

diallyl octyl β-D-glucopyranoside phosphate

diallyl octyl β-D-glucopyranoside phosphate

Conditions
ConditionsYield
With dmap In dichloromethane at 20℃; for 4h; Inert atmosphere;67%
N-(benzyloxycarbonyl)-L-phenylalanine benzyl ester
60379-01-3

N-(benzyloxycarbonyl)-L-phenylalanine benzyl ester

n-octyl β-D-glucopyranoside
29836-26-8

n-octyl β-D-glucopyranoside

(S)-2-Benzyloxycarbonylamino-3-phenyl-propionic acid (2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-octyloxy-tetrahydro-pyran-2-ylmethyl ester

(S)-2-Benzyloxycarbonylamino-3-phenyl-propionic acid (2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-octyloxy-tetrahydro-pyran-2-ylmethyl ester

Conditions
ConditionsYield
With subtilisin-CLEC In acetonitrile at 40℃; for 144h;65%

Octyl-beta-D-glucopyranoside Chemical Properties

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/cm
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)

Octyl-beta-D-glucopyranoside Safety Profile

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

Octyl-beta-D-glucopyranoside Specification

 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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