132413-50-4

Basic information

• Product Name: 2,3,4,6-TETRA-O-BENZOYL-BETA-D-GLUCOPYRANOSYL ISOTHIOCYANATE
• Synonyms: 2,3,4,6-TETRA-O-BENZOYL-BETA-D-GLUCOPYRANOSYL ISOTHIOCYANATE;BGITC;2,3,4,6-Tetra-O-benzoyl-?D-glucopyranosyl isothiocyanate;2,3,4,6-tetra-O-benzoyl-beta-D-glucopy-ranosyl isothiocyan.;2 3 4 6-TETRA-O-BENZOYL-BETA-D-GLUCOPY-&;2,3,4,6-TETRA-O-BENZOYL-BETA-D-GLUCOPYRANOSYL ISOTHIOCYANATE [FOR HPLC LABELING];2,3,4,6-Tetra-O-benzoyl-b-D-glucopyranosylisothiocyanate;2,3,4,6-TETRA-O-BENZOYL-SS-D-GLUCOPYRANOSYL ISOTHIOCYANATE
• CAS NO: 132413-50-4
• Molecular Formula: C₃₅H₂₇NO₉S
• Molecular Weight: 637.66
• Product Categories: Amino Group Labeling Reagents for HPLC;Analytical Chemistry;Biochemistry;e.e. Determination (HPLC Labeling Reagents);Enantiomer Excess & Absolute Configuration Determination;Glucose;Glycosides;HPLC Labeling Reagents;O-Substituted Sugars;Sugars;UV Detection (HPLC Labeling Reagents)
• Mol File: 132413-50-4.mol
• Article Data: 4

Chemical Properties

• Melting Point: 150-152 °C(lit.)
• Boiling Point: 775.4°Cat760mmHg
• Flash Point: 422.7°C
• Appearance: /
• Density: 1.3g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.623
• CAS DataBase Reference: 2,3,4,6-TETRA-O-BENZOYL-BETA-D-GLUCOPYRANOSYL ISOTHIOCYANATE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,4,6-TETRA-O-BENZOYL-BETA-D-GLUCOPYRANOSYL ISOTHIOCYANATE(132413-50-4)
• EPA Substance Registry System: 2,3,4,6-TETRA-O-BENZOYL-BETA-D-GLUCOPYRANOSYL ISOTHIOCYANATE(132413-50-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• WGK Germany: 3
• F: 10-21
• Hazardous Substances Data: 132413-50-4(Hazardous Substances Data)

Usage

Uses

2,3,4,6-Tetra-O-benzoyl-b-D-glucopyranosyl isothiocyanate (cas# 132413-50-4) is a reagent used for the determination of enantiomeric purities of amino acids, β-adrenergic blockers and alkyloxiranes via HPLC.

InChI:InChI=1/C35H27NO9S/c37-32(23-13-5-1-6-14-23)41-21-27-28(43-33(38)24-15-7-2-8-16-24)29(44-34(39)25-17-9-3-10-18-25)30(31(42-27)36-22-46)45-35(40)26-19-11-4-12-20-26/h1-20,27-31H,21H2/t27-,28-,29+,30-,31-/m1/s1

Upstream product

• 98-88-4 benzoyl chloride 
• 14218-11-2 2,3,4,6-tetra-O-benzoylglucosyl bromide 
• 333-20-0 potassium thioacyanate 
• 158419-88-6 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl thiocyanate 
• 158419-90-0 2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl thiocyanate 
• 61198-88-7 2,3,4,6-tetra-O-benzoyl-α-D-galactopyranosyl bromide 
• 22435-65-0 N-(2,2-diethoxycarbonylvinyl)-β-D-galactopyranosylamine 
• 123956-66-1 2,3,4,6-tetra-O-benzoyl-N-(2,2-diethoxycarbonylvinyl)-β-D-galactopyranosylamine 
• 463-71-8 thiophosgene 
• 108967-43-7 2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosylamine hydrobromide 

Downstream Products

• 3376-24-7 N-tert-butyl-α-phenylnitrone 
• 1304706-06-6 C₄₂H₃₅N₃O₉S 
• 1304706-02-2 tetra-O-benzoyl-β-D-glucopyranosyl thiosemicarbazide 
• 1304706-12-4 C₄₄H₄₀N₄O₉S 
• 1304706-10-2 C₄₂H₃₄ClN₃O₉S 
• 1304706-08-8 C₄₃H₃₇N₃O₁₀S 
• 1209466-38-5 C₄₁H₄₁N₃O₉S 
• 916801-58-6 N-[tetra(O-benzoyl)-β-D-glucopyranosyl] isocyanodichloride 
• 108967-46-0 N,N'-bis-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)thiourea 
• 127293-22-5 5-methyl-1-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-4-imidazoline-2-thione 

Relevant articles and documents

Influence of bromide ions on the synthesis of anomeric thiocyanates

The synthesis of anomeric thiocyanates with the α- and β-configuration is described. Reactions performed under standard conditions afforded the 1,2-trans derivatives as the main products, whereas in the presence of the quaternary ammonium salts, the 1,2-c

Reaction of sugar thiocyanates with Grignard reagents. New synthesis of thioglycosides

Glycosyl thiocyanates having hydroxyl groups protected with acetyl or benzoyl groups react readily at -40°C with Grignard reagents to afford the corresponding alkyl or aryl thioglycosides in good yields. Monosaccharide derivatives having the SCN grouping at other positions form under similar conditions thioethers. Axial thiocyanates do not react. Elevated temperatures induce side reactions leading to mercaptans.