13089-19-5

Basic information

• Product Name: Phenyl2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-a-D-glucopyranoside
• Synonyms: Phenyl 2-AcetaMido-2-deoxy-α-D-glucopyranoside Triacetate
• CAS NO: 13089-19-5
• Molecular Formula: C₂₀H₂₅NO₉
• Molecular Weight: 423.41
• Product Categories: Aromatics;Carbohydrates & Derivatives
• Mol File: 13089-19-5.mol
• Article Data: 4

Chemical Properties

• Melting Point: 117-119°C
• Appearance: /
• Refractive Index: 1.534
• CAS DataBase Reference: Phenyl2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-a-D-glucopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: Phenyl2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-a-D-glucopyranoside(13089-19-5)
• EPA Substance Registry System: Phenyl2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-a-D-glucopyranoside(13089-19-5)

Safety Data

• Hazardous Substances Data: 13089-19-5(Hazardous Substances Data)

Usage

Chemical Properties

Cream Coloured Solid

Uses

Phenyl 2-Acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glucopyranoside (cas# 13089-19-5) is a compound useful in organic synthesis.

InChI:InChI=1/C20H25NO9/c1-11(22)21-17-19(28-14(4)25)18(27-13(3)24)16(10-26-12(2)23)30-20(17)29-15-8-6-5-7-9-15/h5-9,16-20H,10H2,1-4H3,(H,21,22)/t16?,17-,18+,19+,20-/m0/s1

Upstream product

• 108-95-2 phenol 
• 3006-60-8 2-acetamido-1,3,4,6-tetra-O-acetyl-2-deoxy-β-D-glucopyranose 
• 10378-06-0 2-methyl-(3,4,6-tri-O-acetyl-1,2-dideoxy-β-D-mannopyrano)-[2,1:4',5']-2-oxazoline 
• 72-87-7 N-acetyl-D-mannosamine 
• 3006-60-8 1,3,4,6-tetra-O-acetyl-2-acetamido-2-deoxy-α,β-D-mannopyranose 
• 98-80-6 phenylboronic acid 
• 3006-60-8 2-acetamido-3,4,6-tri-O-acetyl-D-glucopyranosyl acetate 

Downstream Products

• 1379001-47-4 C₂₀H₂₄N₂O₁₁ 
• 570412-09-8 4-nitrophenyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-mannopyranoside 
• 1379001-48-5 o-nitrophenyl 2-acetamido-2-deoxy-α-D-mannopyranoside 
• 4291-19-4 Phenyl 2-acetamido-2-desoxy-α-D-mannopyranosid 
• 10139-04-5 phenyl-2-acetamido-2-deoxy-α-D-glucopyranoside 

Relevant articles and documents

FeCl3-catalyzed α-glycosidation of glycosamine pentaacetates

An efficient method for the large-scale preparation of α-N-acetylglycosaminides, such as fluorogenic TN-antigen probes and an α-GalNAc-Ser derivative, has been achieved using FeCl3-catalyzed one-step condensation between commercially

Copper-Catalyzed Anomeric O-Arylation of Carbohydrate Derivatives at Room Temperature

Direct and practical anomeric O-arylation of sugar lactols with substituted arylboronic acids has been established. Using copper catalysis at room temperature under an air atmosphere, the protocol proved to be general, and a variety of aryl O-glycosides have been prepared in good to excellent yields. Furthermore, this approach was extended successfully to unprotected carbohydrates, including α-mannose, and it was demonstrated here how the interaction between carbohydrates and boronic acids can be combined with copper catalysis to achieve selective anomeric O-arylation.