18039-26-4

Basic information

• Product Name: 2,3,4-TRI-O-BENZYL-BETA-D-ARABINOPYRANOSE
• Synonyms: 2,3,4-TRI-O-BENZYL-BETA-D-ARABINOPYRANOSE;2,3,4-tri-o-benzyl-á-d-arabinopyranose;2,3,4-Tri-O-benzyl-b-D-arabinopyranose;2,3,4-TRI-O-BENZYL-SS-D-ARABINOPYRANOSE;2,3,4-TRI-O-BENZYL-BETA-D-ARABINOPYRANOSE, 97+%;2,3,4-Tri-O-benzyl-β-D-arabinopyranose, 97+%;2,3,4-Tribenzyl-~-D-arabinopyranose, 98+%;2,3,4-Tri-O-benzyl--D-arabinopyranose
• CAS NO: 18039-26-4
• Molecular Formula: C₂₆H₂₈O₅
• Molecular Weight: 420.5
• EINECS: -0
• Mol File: 18039-26-4.mol
• Article Data: 26

Chemical Properties

• Melting Point: 67-70°C
• Boiling Point: 566°Cat760mmHg
• Flash Point: 296.1°C
• Appearance: /
• Density: 1.21g/cm³
• Vapor Pressure: 1.2E-13mmHg at 25°C
• Refractive Index: 1.609
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 12.02±0.70(Predicted)
• BRN: 5303314
• CAS DataBase Reference: 2,3,4-TRI-O-BENZYL-BETA-D-ARABINOPYRANOSE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,4-TRI-O-BENZYL-BETA-D-ARABINOPYRANOSE(18039-26-4)
• EPA Substance Registry System: 2,3,4-TRI-O-BENZYL-BETA-D-ARABINOPYRANOSE(18039-26-4)

Safety Data

• Safety Statements: 24/25
• Hazardous Substances Data: 18039-26-4(Hazardous Substances Data)

Usage

General Description

2,3,4-Tri-O-benzyl-beta-D-arabinopyranose is a chemical compound with the molecular formula C25H26O5. It is a substituted derivative of the sugar arabinose, with three benzyl groups attached to the hydroxyl groups of the pyranose ring. 2,3,4-TRI-O-BENZYL-BETA-D-ARABINOPYRANOSE is commonly used in organic synthesis as a protecting group for the hydroxyl functionalities of sugars, allowing for selective reactions at other positions on the molecule. It is also used as a building block in the synthesis of complex natural products and pharmaceuticals. The benzyl groups can be selectively removed under mild conditions, making it a versatile and useful compound in chemical research and industrial applications.

InChI:InChI=1/C26H28O5/c27-26-25(30-18-22-14-8-3-9-15-22)24(29-17-21-12-6-2-7-13-21)23(19-31-26)28-16-20-10-4-1-5-11-20/h1-15,23-27H,16-19H2

Upstream product

• 52544-91-9 phenyl 2,3,4-tri-O-acetyl-1-thio-α-L-arabinopyranoside 
• 1352718-30-9 C₁₁H₁₄O₄S 
• 1352718-31-0 C₃₂H₃₂O₄S 
• 1233-03-0 1,2,3,4-tetra-O-acetyl-L-arabinopyranose 
• 64-19-7 acetic acid 
• 196859-51-5 (2,3-dibenzyloxypropyl) 2,3,4-tri-O-benzyl-α-D-xylopyranoside 
• 7494-97-5 benzyl 2,3,4-tri-O-benzyl-β-L-arabinopyranoside 
• 89539-34-4 benzyl 2,3,4-tri-O-benzyl-α-L-arabinopyranoside 
• 532-20-7 D-arabinofuranose 
• 884655-09-8 methyl D-arabinopyranoside 
• 884655-10-1 (3S,4R,5R)-3,4,5-Tris-benzyloxy-2-methoxy-tetrahydro-pyran 
• 521304-45-0 phenyl 2,3,4-tri-O-acetyl-1-thio-1-deoxy-D-xylopyranoside 
• 62446-93-9 1,2,3,4-tetra-O-acetyl-D-xylopyranose 
• 100-39-0 benzyl bromide 

Downstream Products

• 143426-05-5 5,6,7-Tri-O-benzyl-2,2,3,3-tetradehydro-2,3-dideoxy-D-ido-octose Diethyl Acetal 
• 124738-95-0 2,3,4-tri-O-benzyl-D-xylose-O-methyloxime 
• 77875-54-8 (2,3,4-tri-O-benzyl-α-D-xylopyranosyl)-2,3,4-tri-O-benzyl-α-D-xylopyranoside 
• 153154-71-3 (3R,4S,5R)-3,4,5-Tris-benzyloxy-2-chloro-tetrahydro-pyran 
• 153751-46-3 2,3,4-tri-O-benzyl-D-xylono-1,5-lactone 
• 195873-64-4 3,4,5-tri-O-benzyl-1,2-dideoxy-D-xylohept-1-enitol 
• 116429-65-3 O-ethyl S-(2,3,4-tri-O-benzyl-α-D-xylopyranosyl) dithiocarbonate 
• 116429-66-4 O-ethyl S-(2,3,4-tri-O-benzyl-β-D-xylopyranosyl) dithiocarbonate 
• 92052-42-1 O-(2,3,4-Tri-O-benzyl-D-xylopyranosyl)-N,2,2-tris(4-chlorphenyl)acetimidat 
• 77870-99-6 ester benzylique de la N-(benzyloxycarbonyl)-O-(2,3,4-tri-O-benzyl-β-D-xylopyranosyl)-L-serine 
• 77870-98-5 ester benzylique de la N-(benzyloxycarbonyl)-O-(2,3,4-tri-O-benzyl-α-D-xylopyranosyl)-L-serine 
• 77453-63-5 2,3,4-tri-O-benzyl-6-deoxy-D-iditol 
• 77453-64-6 2,3,4-tri-O-benzyl-6,7-dideoxy-D-ido-heptitol 
• 77871-00-2 ester benzylique de la N-(benzyloxycarbonyl)-O-(2,3,4-tri-O-benzyl-α-D-xylopyranosyl)-L-threonine 

Relevant articles and documents

Synthesis of Glycosyl Fluorides by Photochemical Fluorination with Sulfur(VI) Hexafluoride

This study describes a new convenient method for the photocatalytic generation of glycosyl fluorides using sulfur(VI) hexafluoride as an inexpensive and safe fluorinating agent and 4,4′-dimethoxybenzophenone as a readily available organic photocatalyst. This mild method was employed to generate 16 different glycosyl fluorides, including the substrates with acid and base labile functionalities, in yields of 43%-97%, and it was applied in continuous flow to accomplish fluorination on an 7.7 g scale and 93% yield.

TRITERPENE SAPONIN SYNTHESIS, INTERMEDIATES AND ADJUVANT COMBINATIONS

The present application relates to triterpene glycoside saponin-derived adjuvants, syntheses thereof, and intermediates thereto. The application also provides pharmaceutical compositions comprising compounds of the present invention and methods of using said compounds or compositions in the treatment of and immunization for infectious diseases.

Synthesis of Phenolic Glycosides: Glycosylation of Sugar Lactols with Aryl Bromides via Dual Photoredox/Ni Catalysis

Multifarious sugar lactols were efficiently transformed into the corresponding phenolic glycosides by treating with aryl bromides in acetonitrile with Ir[dF(CF3)ppy]2(dtbbpy)(PF6) as a photocatalyst under visible light irr