CAS No.15548-60-4,5-Bromo-4-chloro-3-indolyl-beta-D-glucoside Suppliers,MSDS download

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Basic Information

Molecular Structure:
CAS No.:	15548-60-4
Name:	5-Bromo-4-chloro-3-indolyl-beta-D-glucoside
Article Data:	4

Formula:	C₁₄H₁₅BrClNO₆
Molecular Weight:	408.633
Synonyms:	Indole,5-bromo-4-chloro-3-(b-D-glucopyranosyloxy)- (7CI,8CI);4-Chloro-5-bromo-3-indolyl-b-D-glucoside;5-Bromo-4-chloro-3-indolyl b-D-glucopyranoside;5-Bromo-4-chloro-3-indolyl b-D-glucoside;X-Glucoside;
EINECS:	239-603-0
Density:	1.882 g/cm3
Melting Point:	249-251 °C
Boiling Point:	698 °C at 760 mmHg
Flash Point:	375.9 °C
Appearance:	white to off-white powder
Safety:	24/25
PSA:	115.17000
LogP:	0.76250

Synthetic route

: 125328-74-7
(1-acetyl-5-bromo-4-chloroindol-3-yl) 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside

: 15548-60-4
(5-bromo-4-chloroindol-3-yl) β-D-glucopyranoside

Conditions

Conditions	Yield
With potassium hydroxide In methanol at 25 - 28℃; for 1h;	89%
With potassium hydroxide In methanol at 20℃; for 1h;	89%
With sodium methylate In methanol at 20℃;	75%

: 3252-36-6
(5-bromo-4-chloroindol-3-yl) acetate

: 572-09-8
2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

: 15548-60-4
(5-bromo-4-chloroindol-3-yl) β-D-glucopyranoside

Conditions

Conditions	Yield
With sodium methylate In methanol at 0℃; for 18h;	25%

: 1607828-53-4
C26H27BrClNO12

: 15548-60-4
(5-bromo-4-chloroindol-3-yl) β-D-glucopyranoside

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: tetrakis(triphenylphosphine) palladium(0); morpholine / tetrahydrofuran / 20 °C 2: potassium carbonate; silver(I) acetate / 0.58 h / 105 °C 3: sodium methylate / methanol / 20 °C View Scheme

: C23H23BrClNO12

: 15548-60-4
(5-bromo-4-chloroindol-3-yl) β-D-glucopyranoside

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: potassium carbonate; silver(I) acetate / 0.58 h / 105 °C 2: sodium methylate / methanol / 20 °C View Scheme

: C16H17BrClNO8

: 15548-60-4
(5-bromo-4-chloroindol-3-yl) β-D-glucopyranoside

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: sodium hydroxide / water / 40 - 45 °C 2: potassium carbonate; silver(I) acetate / 1 h / 110 °C 3: sodium methylate / methanol / 20 °C View Scheme

: C15H15BrClNO8

: 15548-60-4
(5-bromo-4-chloroindol-3-yl) β-D-glucopyranoside

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: potassium carbonate; silver(I) acetate / 1 h / 110 °C 2: sodium methylate / methanol / 20 °C View Scheme

: 116270-39-4
1-acetyl-5-bromo-4-chloroindolin-3-one

: 572-09-8
2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

: 15548-60-4
(5-bromo-4-chloroindol-3-yl) β-D-glucopyranoside

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: tetra(n-butyl)ammonium hydrogensulfate; potassium hydroxide / dichloromethane / 0.17 h / 25 - 28 °C / Inert atmosphere 1.2: 3 h / 25 - 28 °C / Inert atmosphere 2.1: potassium hydroxide / methanol / 1 h / 25 - 28 °C View Scheme
Multi-step reaction with 2 steps 1.1: tetra(n-butyl)ammonium hydrogensulfate; potassium phosphate / water-d2; dichloromethane / 0.17 h / 20 °C / Inert atmosphere 1.2: 10 h 2.1: potassium hydroxide / methanol / 1 h / 20 °C View Scheme

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Chemistry

Product Name: beta-D-Glucopyranoside,5-bromo-4-chloro-1H-indol-3-yl (CAS NO.15548-60-4)

Molecular Formula: C₁₄H₁₅BrClNO₆
Molecular Weight: 408.63g/mol
Mol File: 15548-60-4.mol
EINECS: 239-603-0
Appearance: white to off-white powder
Melting Point: 249-251 °C
Flash Point: 375.9 °C
Enthalpy of Vaporization: 107.33 kJ/mol
Boiling Point: 698 °C at 760 mmHg
Vapour Pressure: 1.89E-20 mmHg at 25°C
XLogP3-AA: 1.2
H-Bond Donor: 5
H-Bond Acceptor: 6
Structure Descriptors of beta-D-Glucopyranoside,5-bromo-4-chloro-1H-indol-3-yl (CAS NO.15548-60-4):
IUPAC Name: (2S,3R,4S,5S,6R)-2-[(5-bromo-4-chloro-1H-indol-3-yl)oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
Canonical SMILES: C1=CC(=C(C2=C1NC=C2OC3C(C(C(C(O3)CO)O)O)O)Cl)Br
Isomeric SMILES: C1=CC(=C(C2=C1NC=C2O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)Cl)Br
InChI: InChI=1S/C14H15BrClNO6/c15-5-1-2-6-9(10(5)16)7(3-17-6)22-14-13(21)12(20)11(19)8(4-18)23-14/h1-3,8,11-14,17-21H,4H2/t8-,11-,12+,13-,14-/m1/s1
InChIKey: OPIFSICVWOWJMJ-LNNRFACYSA-N

Safety Profile

Safety Information of beta-D-Glucopyranoside,5-bromo-4-chloro-1H-indol-3-yl (CAS NO.15548-60-4):
Safety Statements: 24/25
S24/25:Avoid contact with skin and eyes.
WGK Germany: 3
F: 8-10-21

Specification

beta-D-Glucopyranoside,5-bromo-4-chloro-1H-indol-3-yl , its CAS NO. is 15548-60-4, the synonyms are 5-Bromo-4-chloro-3-indoxylglucoside ; 5-Bromo-4-chloroindol-3-yl-beta-D-glucopyranoside .