13089-19-5

Usage

Uses

Used in Organic Synthesis:
Phenyl 2-Acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glucopyranoside is used as a key intermediate in the synthesis of various organic compounds. Its unique structure allows for the creation of a wide range of molecules with different functional groups, making it a versatile building block in the field of organic chemistry.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, Phenyl 2-Acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glucopyranoside is used as a starting material for the development of new drugs. Its chemical properties enable the synthesis of complex molecules with potential therapeutic applications, contributing to the discovery of novel medications.
Used in Chemical Research:
Phenyl 2-Acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glucopyranoside is also employed in chemical research as a model compound for studying various reaction mechanisms and exploring new synthetic routes. Its unique structure provides researchers with valuable insights into the reactivity and behavior of similar compounds, furthering the understanding of organic chemistry.
Used in Material Science:
In the field of material science, Phenyl 2-Acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glucopyranoside can be used to develop new materials with specific properties. Its chemical structure can be modified to create polymers or other materials with tailored characteristics, such as improved mechanical strength, thermal stability, or biocompatibility.

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

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

Downstream Products

• 10139-04-5 phenyl-2-acetamido-2-deoxy-α-D-glucopyranoside 
• 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 

Relevant academic research and scientific papers

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

Synthesis of N-Acetylmuramyl-L-Alanyld- Isoglutamine α-Phenylglycoside

N-Acetylmuramyl-L-alanyl-D-isoglutamine α-phenylglycoside was synthesized from α-phenyl-D-glucosaminide peracetate, which was obtained by fusing β-D-glucosamine pentaacetate with phenol and zinc chloride followed by deacetylation. α-Phenyl-N-acetylglucosa

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.

Facile synthesis of nitrophenyl 2-acetamido-2-deoxy-α-D- mannopyranosides from ManNAc-oxazoline

The synthetic procedures for a large-scale preparation of o- and p-nitrophenyl 2-acetamido-2-deoxy-α-D-mannopyranoside are described. The synthetic pathway employs the glycosylation of phenol with ManNAc oxazoline, followed by nitration of the aromatic moiety yielding a separable mixture of the o- and p-nitrophenyl derivative in a 2:3 ratio.