6631-53-4

Basic information

• Product Name: (1S,2R)-1-(2-phenyl-2H-1,2,3-triazol-4-yl)propane-1,2,3-triol
• CAS NO: 6631-53-4
• Molecular Formula: C₁₁H₁₃N₃O₃
• Molecular Weight: 235.2392
• Mol File: 6631-53-4.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 534.6°C at 760 mmHg
• Flash Point: 277.1°C
• Density: 1.42g/cm³
• Vapor Pressure: 2.94E-12mmHg at 25°C
• Refractive Index: 1.659
• CAS DataBase Reference: (1S,2R)-1-(2-phenyl-2H-1,2,3-triazol-4-yl)propane-1,2,3-triol(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,2R)-1-(2-phenyl-2H-1,2,3-triazol-4-yl)propane-1,2,3-triol(6631-53-4)
• EPA Substance Registry System: (1S,2R)-1-(2-phenyl-2H-1,2,3-triazol-4-yl)propane-1,2,3-triol(6631-53-4)

Safety Data

• Hazardous Substances Data: 6631-53-4(Hazardous Substances Data)

Usage

Description

(1S,2R)-1-(2-phenyl-2H-1,2,3-triazol-4-yl)propane-1,2,3-triol is an optically active compound featuring a triazolyl group attached to a propane-1,2,3-triol backbone. This molecule has a stereocenter at the first carbon and a chiral center at the second carbon, with a phenyl group providing aromatic character and the triol moiety contributing hydrophilicity. Its unique structural features suggest potential applications in medicinal chemistry and material development.

Uses

Used in Medicinal Chemistry:
(1S,2R)-1-(2-phenyl-2H-1,2,3-triazol-4-yl)propane-1,2,3-triol is used as a building block for the synthesis of pharmaceutical compounds due to its unique stereochemistry and functional groups, which can be exploited for the development of new drugs with specific biological activities.
Used in Material Development:
(1S,2R)-1-(2-phenyl-2H-1,2,3-triazol-4-yl)propane-1,2,3-triol is used as a component in the creation of novel materials, leveraging its hydrophilic and aromatic properties to engineer materials with tailored properties for various applications.
Further research is necessary to fully explore the potential uses and properties of (1S,2R)-1-(2-phenyl-2H-1,2,3-triazol-4-yl)propane-1,2,3-triol, as its applications may extend beyond the current understanding.

Upstream product

• 3322-01-8 D-erythropentose phenylosazone 
• 15476-35-4 (1R,2S)-1-(2-phenyl-2H-[1,2,3]triazol-4-yl)-propane-1,2,3-triol 
• 100-63-0 phenylhydrazine 
• 50-69-1 D-ribose 

Downstream Products

• 6631-53-4 (1RS,2SR)-1-(2-phenyl-2H-[1,2,3]triazol-4-yl)-propane-1,2,3-triol 

Relevant articles and documents

Highly efficient and selective biocatalytic acylation studies on triazolylsugars

Different acid anhydrides (of C2 to C7 aliphatic fatty acids and benzoic acid) have been used to study the selective acylation of primary/secondary hydroxyl groups in 2-phenyl-4-(D-threo-1′,2′, 3′-trihydroxypropyl)-2H-1,2,3-triazole, 2-phenyl-4-(D-erythro-1′, 2′,3′-trihydroxypropyl)-2H-1,2,3-triazole, 2-phenyl-4-(D-arabino- 1′,2′,3′,4′-tetrahydroxybutyl)-2H-1,2,3-triazole and 2-phenyl-4-(D-lyxo-1′,2′,3′,4′-tetrahydroxybutyl)-2H-1, 2,3-triazole in the presence of Candida antarctica lipase B in diisopropyl ether. Among the different acid anhydrides, butanoic anhydride was found to be the most efficient acylating agent (for butanoylation); for acetylation, vinyl acetate gave the best results. The reactions with both these acylating agents were highly selective and efficient yielding exclusively the monoacylated products in 95-99% yields in 1-5 h.